Category: 36805-97-7

Electric Literature of 36805-97-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1,1-Di-teit-butoxy-N,N-dimethylmethanamine (6.77 ml, 28.3 mmol) was added to asuspension of 2-({[(benzyloxy)carbonyl]amino}methyl)- 1-ethyl-i H-i, 3-benzodiazole-6- carboxylic acid, Intermediate 4 (2.50 g, 7.08 mmol) in a,a,a-trifluorotoluene (50 ml). The reaction mixture was heated at 100 00 for 1 h. The reaction mixture was allowed to cool to RT then i,i-di-teit-butoxy-N,N-dimethylmethanamine (6.77 ml, 28.3 mmol) was added dropwise over 15 mm. The resultant mixture was heated at 100 00 for 45 mm. Thereaction mixture was cooled to 50 00 then i,i-di-teit-butoxy-N,N-dimethylmethanamine (3.38 ml, 14.2 mmol) was added dropwise over 5 mm. The resultant mixture was heated at 100C for 0.5 h then allowed to cool to RT. The reaction mixture was partitioned between EtOAc (50 ml) and water (50 ml). The phases were separated then the organic phase was washed with water (2 x 30 ml), saturated aqueous NaHCO3 solution (20 ml)and brine (10 ml) then dried over Na2504, filtered and concentrated in vacuo to afford a beige solid (2.5 g). The solid thus obtained was suspended in MeCN (10 ml). The solid was collected by filtration then dried under vacuum to afford the product as an off-white solid (2.30 g, 79%).1H NMR (500 MHz, DMSO-d6) O 8.07 (5, 1H), 7.97 (m, 1H), 7.76 (dd, J= 8.4, 1.5 Hz,1 H), 7.64 (d, J = 8.4 Hz, 1 H), 7.34 (m, 5H), 5.07 (5, 2H), 4.55 (d, J = 6.0 Hz, 2H), 4.38 -4.25 (m, 2H), 1.57 (5, 9H), 1.29 (m, 3H).LC/MS (System A): m/z (ESl) = 410 [MH], R = 1.17 mi UV purity = 99%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; HAY, Duncan, Alexander; SCHOFIELD, Thomas, Beauregard; WENT, Naomi; MCCARTHY, Clive; (108 pag.)WO2019/77340; (2019); A1;,
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Related Products of 36805-97-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 1-2; Synthesis of Compound 5 (di-tert-butyl ester of (2S, 3S)-N-(tert-butoxycarbonyl)-3-(3,5-dinitrobenzyloxy)aspartic acid) from Compound 3 in Figure 1; To a solution of Compound 3 (455 mg, 0.84 mmol) in methanol (3 mL), a catalytic amount of DL-camphorsulfonic acid was added and stirred at room temperature for 18 hours. After addition of saturated aqueous sodium bicarbonate to stop the reaction, the reaction mixture was extracted with ether and the organic layer was washed with saturated aqueous sodium chloride. After the organic layer was dried over magnesium sulfate, the solvent was distilled off and the resulting residue was dissolved in acetone (5 mL), followed by addition of Jones reagent until brown did not disappear. After stirring at room temperature for 30 minutes, 2-propanol was added to stop the reaction. The reaction mixture was extracted with ether and the organic layer was washed with saturated aqueous sodium chloride. The organic layer was dried over magnesium sulfate and the solvent was distilled off to give carboxylic acid (4) (26 mg, 72% for 2 steps). The thus obtained 4 was dissolved in methanol (2 mL) and 1 N NaOH (2.5 mL) was added thereto under ice cooling, followed by stirring at room temperature for 4 hours. The reaction mixture was adjusted with 2 N hydrochloric acid to pH 1 and extracted with ethyl acetate. The solvent was distilled off and the resulting residue was dissolved in N,N-dimethylformamide di-tert-butylacetal (5 mL) and heated at 90C for 15 minutes. The reaction mixture was cooled on ice and water was added thereto, followed by stirring for 18 hours. After extraction with ether, the organic layer was washed with saturated aqueous sodium chloride and dried over magnesium sulfate. The solvent was distilled off the resulting residue was purified by silica gel column chromatography (ether/hexane = 1/3) to give the titled compound (257 mg, 77% for 2 steps). Oil; [alpha]D -4.2 (c 1.22, CHCl3) ; 1H-NMR (CDCl3, 400 MHz) delta1.39 (s, 9 H), 1.44 (s, 9 H), 1.47 (s, 9 H), 4.51 (d, 1 H, J = 2.5 Hz), 4.58 (d, 1 H, J = 12.5 Hz), 4.81 (dd, 1 H, J = 2.0, 10.5 Hz), 5.03 (d, 1 H, J = 12.5 Hz), 5.19 (d, 1 H, J = 10.5 Hz), 8.50 (d, 2 H, J = 2.0 Hz), 8.93 (t, 1 H, J = 2.0 Hz).

The synthetic route of 1,1-Di-tert-butoxy-N,N-dimethylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNTORY LIMITED; EP1849766; (2007); A1;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 36805-97-7 as follows. Product Details of 36805-97-7

Example 678-Amino-1 -methyl -4,5-dihydro-1 H-1 ,7,9-triaza-cyclopentafa1naphthalene-2,3- dicarboxylic acid 2-tert-butyl ester 3 -ethyl ester (N6) To a solution of i-methyl^-oxo^AthetaJ-tetrahydro-I H-indole^S-dicarboxylic acid 2-tert- butyl ester 3-ethyl ester XXVIA (4.67 mmol) in DMF (20 ml_), N,N-dimethylformamide di- tert-butyl acetal (2 mL) was added and the solution was stirred at 1000C overnight. After cooling to rt guanidine hydrochloride (14 mmol) and K2CO3 (14 mmol) were added and the mixture was heated at 1000C for 24 h. The organic solvent was evaporated to dryness. Chromatography on silica gel (AcOEt/hexane 1 :1 ) afforded the title compound (80% yield). ESI (+) MS: m/z 373 (MH+). 1H NMR: 1.28 (t, J=7.07, 3H), 1.55 (s, 9H), 2.68 (t, J=7.80, 2H), 2.79 (t, J=7.80, 2H), 4.18 (s, 3H), 4.23 (q, J =7.07, 2H), 6.40 (bs, 2H), 7.97 (s, 1 H).

According to the analysis of related databases, 36805-97-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.r.l.; WO2008/65054; (2008); A1;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 36805-97-7 as follows. Formula: C11H25NO2

3-Hydroxy Phenyl Acetic Acid-t-butyl Ester (Reagent F) A stirred suspension of 3-hydroxy-phenyl acetic acid (1.52 g, 10 mmol) in anhydrous toluene (20 mL) was heated at 80 C. and N,N-dimethyl formamide-di-t-butyl acetal (9.6 mL, 40 mmol) was added when the solution became homogenous. After 0.5 h, the reaction mixture was cooled to ambient temperature and the volatiles were distilled off in vacuo. Th residue was diluted with water and extracted with diethyl ether (*2). The combined organic extract was dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to afford an oil which was subjected to flash column chromatography over silica gel (230-400 mesh) using 16% ethyl acetate in hexane as the eluent to afford the title compound as a solid (1.17 g, 56%). 1H-NMR (300 MHz, CDCl3):delta 1.47(s, 9H), 3.49(s, 2H), 6.30(s, 1H), 6.70-6.79 (m, 2H), 6.81(d, J=7.6 Hz, 1H), 7.16(t, J=7.7 Hz, 1H).

According to the analysis of related databases, 36805-97-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Allergan Sales, Inc.; US6252090; (2001); B1;,
Ether – Wikipedia,
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Related Products of 36805-97-7,Some common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, molecular formula is C11H25NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Hexadecanedioic acid (4.5 g, 15.71 mmol) was suspended in Toluene (28.1 ml) and the mixture was heated to reflux. 1,1 -di-tert-butoxy-N,Ndimethylmethanamine (10.10 ml, 42.1 mmol) was added drop-wise over 30 mm. Themixture was reflux overnight. The solvent was removed in vacuo at 50C and the crude material was suspended in CH2C12/EtOAc (75 mL. 1:1) ans stirred for 15 mm. The solids were removed by filtration and washed with CH2C12 (25 mL). The filtration was evaporated in vacuo. The resulting material was suspended in CH2C12 (6 mL), cooled with ice for 10 mins, and filtered. The solvent was removed invacuo to leave crude product which was purified by flash chromatography (silic gel,EtOAc/Hexane) to get 16-(tert-butoxy)-16-oxohexadecanoic acid (2.56 g, 7.47 mmol,47.6 % yield). Analysis condition D: Retention time = 5.04 mm; ESI-MS(+) m/z269.3 [M – OC(CH3)3]; ?H NMR (500MHz, METHANOL-d4) oe 2.33 – 2.18 (m, 4H),1.66 – 1.54 (m, 4H), 1.50 – 1.43 (m, 9H), 1.40 – 1.25 (m, 20H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GILLMAN, Kevin W.; GOODRICH, Jason; BOY, Kenneth M.; ZHANG, Yunhui; MAPELLI, Claudio; POSS, Michael A.; SUN, Li-Qiang; ZHAO, Qian; MULL, Eric; GILLIS, Eric P.; SCOLA, Paul Michael; LANGLEY, David, R.; (683 pag.)WO2016/77518; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 36805-97-7,Some common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, molecular formula is C11H25NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

1 , 1-Di-te/f-butoxy-A/,A/-dimethylmethanamine (6.77 ml, 28.3 mmol) was added to a suspension of 2-({[(benzyloxy)carbonyl]amino}methyl)-1-ethyl-1 /-/-1 ,3-benzodiazole-6- carboxylic acid, Intermediate 80 (2.50 g, 7.08 mmol) in alpha,alpha,alpha-trifluorotoluene (50 ml). The reaction mixture was heated at 100 C for 1 h. The reaction mixture was allowed to cool to RT then 1 , 1-di-te/f-butoxy-A/,A/-dimethylmethanamine (6.77 ml, 28.3 mmol) was added dropwise over 15 min. The resultant mixture was heated at 100 C for 45 min. The reaction mixture was cooled to 50 C then 1 , 1-di-te/f-butoxy-A/,A/-dimethylmethanamine (3.38 ml, 14.15 mmol) was added dropwise over 5 min. The resultant mixture was heated at 100C for 0.5 h then allowed to cool to RT. The reaction mixture was partitioned between EtOAc (50 ml) and water (50 ml). The phases were separated then the organic phase was washed with water (2 x 30 ml), saturated aqueous NaHCC solution (20 ml) and brine (10 ml) then dried over Na2S04, filtered and concentrated in vacuo to afford a beige solid (2.5 g). The solid thus obtained was suspended in MeCN (10 ml). The solid was collected by filtration then dried under vacuum to afford the product as an off-white solid (2.30 g, 79%). 1 H NMR (500 MHz, DMSO-cfe) delta 8.07 (s, 1 H), 7.97 (m, 1 H), 7.76 (dd, J = 8.4, 1.5 Hz, 1 H), 7.64 (d, J = 8.4 Hz, 1 H), 7.34 (m, 5H), 5.07 (s, 2H), 4.55 (d, J = 6.0 Hz, 2H), 4.38 – 4.25 (m, 2H), 1.57 (s, 9H), 1.29 (m, 3H). LC/MS (System A): m/z (ESI+) = 410 [MH+], Rt = 1.17 min, UV purity = 99%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, its application will become more common.

Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; MCCARTHY, Clive; HARGRAVE, Jonathan, David; HAY, Duncan, Alexander; SCHOFIELD, Thomas, Beauregard; WENT, Naomi; (261 pag.)WO2018/96325; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 36805-97-7,Some common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, molecular formula is C11H25NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Preparation of ferf-butyl l-(3-chloropropy arboxylate; [0248] Indole-2-carboxylic acid (1 g, 3.71 mmol, 1 equiv) was suspended in toluene and the mixture was heated to refluxing temperatures. NN-dimethylformamide di-teri-butyl acetal (5.476 ml, 22.84 mmol, 4 equiv) was added dropwise to the refluxing mixture within 30 minutes.Refluxing was continued for an additional 30- 45 minutes after which it was cooled and stirred at ambient temperature for 16 h. The reaction was diluted with ether and the organic layer was washed with sodium bicarbonate (sat), water and brine. The ether layer was dried over MgSO i, filtered, concentrated in vacuo and purified using the Biotage flash chromatography system (SNAP 50g cartridge, R/= 0.4, gradient – 1 %-10% ethyl acetate in hexanes) to afford the tert-butyl lH-indole-2- carboxylate as a white powder (1.15 g, 86.8%); MS for Ci3H15N02 m/z 217.99 (M+H)+.

The synthetic route of 36805-97-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALTOS THERAPEUTICS, LLC; LUEHR, Gary, W.; SUNDARAM, Arathi; JAISHANKAR, Priyadarshini; PAYNE, Philip, W.; DRUZGALA, Pascal; WO2011/160084; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 36805-97-7, The chemical industry reduces the impact on the environment during synthesis 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, I believe this compound will play a more active role in future production and life.

3-Hydroxy phenyl acetic acid-t-butyl ester (Reagent F) A stirred suspension of 3-hydroxy-phenyl acetic acid (1.52 g, 10 mmol) in anhydrous toluene (20 mL) was heated at 80 C. and N,N-dimethyl formamide-di-t-butyl acetal (9.6 mL, 40 mmol) was added when the solution became homogenous. After 0.5 h, the reaction mixture was cooled to ambient temperature and the volatiles were distilled off in vacuo. The residue was diluted with water and extracted with diethyl ether (*2). The combined organic extract was dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to afford an oil which was subjected to flash column chromatography over silica gel (230-400 mesh) using 16% ethyl acetate in hexane as the eluent to afford the title compound as a solid (1.17 g, 56%). 1H-NMR (300 MHz, CDCl3): delta1.47(s, 9H), 3.49(s, 2H), 6.30(s, 1H), 6.70-6.79 (m, 2H), 6.81(d, J=7.6 Hz, 1H), 7.16(t, J=7.7 Hz, 1H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Allergan Sales, Inc.; US6313107; (2001); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 36805-97-7, A common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, molecular formula is C11H25NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 1: A suspension of 6-chloro-4-(isopropylamino)nicotinic acid (240 g, 1118 mmol) in toluene (1800 mL) in a 1 L round bottom flask was heated to 90 C. N,N-dimethylformamide di-tert-butyl acetal (1609 mL, 6709 mmol) in toluene (1800 mL) was added slowly over 8-9 hrs. The reaction mixture was heated at 90 C. for 12 hrs. After completion of 12 hrs, the reaction mixture was cooled and concentrated under reduced pressure to remove excess of solvent and obtain the crude material. The crude material was purified by flash column chromatography using silica gel as stationary phase and EtOAc: pet ether (2:8) as eluent to afford the title compound, tert-butyl 6-chloro-4-(isopropylamino)nicotinate (275 g, 91% yield). LC/MS 271.0 (M+H). 1H NMR (400 MHz, CDCl3) delta=8.59 (s, 1H), 8.14-8.08 (m, 1H), 6.51 (s, 1H), 3.71-3.61 (m, 1H), 1.57 (s, 9H), 1.28 (d, J=6.5 Hz, 6H).

The synthetic route of 36805-97-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Santella, Joseph B.; Kumar, Sreekantha Ratna; Duncia, John V.; Gardner, Daniel S.; Paidi, Venkatram Reddy; Nair, Satheesh Kesavan; Hynes, John; Wu, Hong; Murugesan, Natesan; Sarkunam, Kandhasamy; Arunachalam, Piramanayagam; US2015/191464; (2015); A1;,
Ether – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 36805-97-7, Recommanded Product: 36805-97-7

d) 2-Chloro-6-methoxymethyl-isonicotinic acid tert-butyl ester2-Chloro-6-methoxymethyl-isonicotinic acid (3.48 g, 15.5 mmol, 1 eq) is dissolved in toluene (60 ml) and heated to 80 0C. N,N-dimethylformamid-di-tertbutylacetal (7.53 ml, 31 mmol, 2 eq) is added in portions over 8 hours. The reaction mixture is then diluted with TBME and washed with aqueous sodium bicarbonate. The organic layer is dried with sodium sulfate, filtered and concentrated to give the product. MS (ES+): 258 = [M+H]+

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2008/9750; (2008); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem