Category: 929-75-9

Synthetic Route of 929-75-9, 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 929-75-9 as follows.

General procedure: The diamine 10 (1 equiv) in DCM solution (10 mL / mmol) was treated with Boc2O in default (0.15 equiv) for 5 h at 0 C and 18 h at room temperature. The organic phase was washed with water, until all the unreacted 10 was extracted. The Boc-protected compound 11 was quantitatively recovered after drying (MgSO4) and concentration under vacuum. 11a: 1H NMR (300 MHz, CDCl3): d 1.45 (s, 9H), 1.80 (br m, 2H, NH2), 3.25 (m, 2H), 3.38 (m, 2H), 3.50-3.70 (m, 8H), 5.10 (br s, 1H, NHCO2). 11b: 1H NMR (300 MHz, CDCl3): d 1.42 (s, 9H), 1.75 (br m, 2H, NH2), 2.84 (t, 2H, J = 5.3 Hz), 3.29 (m, 2H), 3.51 (m, 4H), 3.58 (sharp m, 8H), 5.30 (br s, 1H, NHCO2).

According to the analysis of related databases, 929-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Favre, Annaick; Grugier, Jerome; Brans, Alain; Joris, Bernard; Marchand-Brynaert, Jacqueline; Tetrahedron; vol. 68; 52; (2012); p. 10818 – 10826;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, This compound has unique chemical properties. The synthetic route is as follows., name: 1,11-Diamino-3,6,9-trioxaundecane

Synthesis of Intermediate J To a solution of 2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethanamine (646 mg, 3.36 mmol) in anhydrous i-PrOH (10.0 mL) was added triethylamine (255 mg, 2.52 mmol, 349 muL) and the reaction mixture cooled to 0 C. A solution of [(3S,8S,9S,10R,13R,14S,17R)-17-[(1R,4R)-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] carbonochloridate (800 mg, 1.68 mmol) in DCM (10 mL) was added dropwise to the reaction mixture over 10 minutes. The resultant solution was stirred at 0 C. for 2 hours then warmed to room temperature and stirred another 4 hours until completion of the reaction was indicated by TLC. The reaction mixture was concentrated under reduced pressure and purified via flash chromatography with an eluent of methanol/DCM (1:4) to afford the product [(3S,8S,9S,10R,13R,14S,17R)-17-[(1R,4R)-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] N-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethyl]carbamate (823 mg, 1.30 mmol, 77.4% yield).

According to the analysis of related databases, 929-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Preceres Inc.; Heidebrecht, JR., Richard Wayne; Svenson, Sonke; Wiegand, Roger; Hwang, Jungyeon; Beaudoin, Jen; Zhong, Cheng; (181 pag.)US2017/325457; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 929-75-9,Some common heterocyclic compound, 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, molecular formula is C8H20N2O3, 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.

General procedure: 0.41 mmol of polyethylene glycol diamine,DIPEA105 mg, 4-fluoro-2- (2,6-dioxopiperidin-3-yl) ethindol-1,3-one,Add DMF 2mL, 90 C for 12 h. Cool to room temperature,Add water 20mL, ethyl acetate extraction,The extract is saturated with saline,Dried over anhydrous magnesium sulfate,Evaporated under reduced pressure,Silica gel column chromatography (methanol: dichloromethane 1; 10)Intermediate 7.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,11-Diamino-3,6,9-trioxaundecane, its application will become more common.

Reference:
Patent; Jilin University; Lu Haibin; Wang Shihui; Li Haiyan; Wang Chunhe; Deng Jiayu; Feng Mingming; Guo Yu; Su Runping; Jin Xiangqun; (26 pag.)CN106543185; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, A new synthetic method of this compound is introduced below., Recommanded Product: 929-75-9

General procedure: A two-neck flaskequipped with a magnetic stirrer and reflux condenser, flushed with dry argon, was charged withcorresponding triazacycloalkane derivative 8-10 (0.15-0.29 mmol), Pd(dba)2 (16 mol%),DavePhos (18 mol%), and absolute dioxane (10-15 ml). The mixture was stirred for 2-3 min,then corresponding oxadiamine (0.15-0.29 mmol) was added followed by tBuONa (0.45-0.9mmol). The reaction mixture was stirred at reflux for 24 h, cooled down to ambient temperature,the residue was filtered off, washed with dichloromethane (5 ml), combined organic fractionswere evaporated in vacuo, and the residue was chromatographed on silica gel using a sequenceof eluents CH2Cl2,CH2Cl2-MeOH 100:1-2:1, CH2Cl2-MeOH- NH3aq100:20:1-10:4:1.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Chernichenko, Nataliya M.; Shevchuk, Vadim N.; Averin, Alexei D.; Maloshitskaya, Olga A.; Beletskaya, Irina P.; Synlett; vol. 28; 20; (2017); p. 2800 – 2806;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 929-75-9, A common heterocyclic compound, 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, molecular formula is C8H20N2O3, 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.

General procedure for the preparation of compounds 10-15 (B) (0016) The appropriate diamines were added to compound 1a and Na2CO3 (2eq.) with stirring in DMF (5mL). The mixture was stirred overnight at room temperature. After completion, as judged by TLC, the solvent was evaporated under reduced pressure. The mixture was resolved in EtOAc and washed twice with water and brine. The organic layer was dried over Na2SO4, then filtered and concentrated. The crude product was purified by column chromatography (CH2Cl2/MeOH, 25/1 v/v) to give the target compound as a white solid.

The synthetic route of 929-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yu, Fei; Peng, Yiyun; Wang, Qi; Shi, Yongying; Si, Longlong; Wang, Han; Zheng, Yongxiang; Lee, Emily; Xiao, Sulong; Yu, Maorong; Li, Yingbo; Zhang, Chuanling; Tang, Hengli; Wang, Chunguang; Zhang, Lihe; Zhou, Demin; European Journal of Medicinal Chemistry; vol. 77; (2014); p. 258 – 268;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 929-75-9,Some common heterocyclic compound, 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, molecular formula is C8H20N2O3, 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.

In a 20 mL round-bottomed flask, 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-3-methoxybenzoic acid (prepared as described in US20100152190A1, 200 mg, 324 mumol) and HATU (136 mg, 357 mumol) combined with dry tetrahydrofuran (2 mL) to give an off-white suspension at room temperature. It was stirred for 30 min at room temperature. The reaction mixture was slowly added dropwise to a solution of 1,11-diamino-3,6,9-trioxaundecane (312 mg, 304 muL, 1.62 mmol) in dry tetrahydrofuran (1.5 mL) at 0 C. The reaction was done after stirring at room temperature for 20 min. It was filtered and injected into Gilson reverse-phase high-performance liquid chromatography for purification. The desired fractions was converted to free base and lyophilized to afford (2R,3S,4R,5S)-4-(4-chloro-2-fluoro-phenyl)-3-(3-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carboxylic acid [4-(2-{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-ethylcarbamoyl)-2-methoxy-phenyl]-amide as a white solid (169 mg, 66% yield). LCMS (ES+) m/z calcd. for C39H47Cl2F2N5O6[(M+H)+]: 790. found: 790

The synthetic route of 929-75-9 has been constantly updated, and we look forward to future research findings.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, A new synthetic method of this compound is introduced below., Product Details of 929-75-9

Step 4. Synthesis of 11-t-butoxycarbonylamino-3,6,9-trioxaundecylamine 3 g of 1,11-diamino-3,6,9-trioxaundecane obtained in the above step 3 was dissolved in 5 mL of tetrahydrofuran, and then a solution of 1.14 of di-t-butyl dicarbonate in 5 mL of tetrahydrofuran was added dropwise under ice cooling. Then, the solution was stirred overnight at room temperature, and concentrated under reduced pressure. The residue was dissolved in ethyl acetate, and then the solution was washed with saturated saline. The organic layer was dried, and then concentrated under reduced pressure. The residue was purified with silica gel column chromatography to obtain 1 g of the objective compound.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Nippon Shinyaku Co., Ltd.; EP1783137; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C8H20N2O3

General procedure: Diester1 (1mmol) and the appropriate diamine2-6 (1mmol) were dissolved in dry methanol (50mL) and sodium methoxide (2mmol) was added. A mixture was stirring for 72hat room temperature. After completion of the reaction (controlled by TLC), the solvent was evaporated under reduced pressure and the oily residue was purified by column chromatography (1-5% MeOH in CH2Cl2). All the macrocyclic products obtained in this way are colourless solids, stable to air.

The synthetic route of 929-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pikus, Grzegorz; Jurczak, Janusz; Tetrahedron; vol. 72; 16; (2016); p. 1928 – 1932;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 929-75-9

Example 174 (3S)-3-(2-benzyl-3-chloro-7-oxo-2,4,5,7-tetrahydro-6H-pyrazolo[3,4-c]pyridin-6-yl)-N-(13-((3S)-3-(2-benzyl-3-chloro-7-oxo-2,4,5,7-tetrahydro-6H-pyrazolo[3,4-c]pyridin-6-yl)-5-methyl-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepin-8-yl)-13-oxo-3,6,9-trioxa-12-azatridec-1-yl)-5-methyl-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-8-carboxamide To a mixture of (S)-2,4,6-trichlorophenyl 3-(2-benzyl-3-chloro-7-oxo-4,5-dihydro-2H-pyrazolo[3,4-c]pyridin-6(7H)-yl)-5-methyl-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepine-8-carboxylate (50 mg) and tetrahydrofuran (2 mL) were added 2,2′-((oxybis(ethane-2,1-diyl))bis(oxy))diethanamine (7.28 mg), triethylamine (7.66 mg) and 4-dimethylaminopyridine (0.46 mg) at room temperature, and the mixture was stirred at 50C for 2 hr. The reaction mixture was diluted with ethyl acetate, washed with 0.1 M hydrochloric acid, saturated aqueous sodium hydrogencarbonate solution and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/methanol) to give the title compound (27.1 mg). 1H NMR (300 MHz, CDCl3) delta2.66 (2H, dt, J = 15.9, 4.7 Hz), 3.03 (2H, ddd, J = 15.5, 10.4, 5.1 Hz), 3.29-3.39 (5H, m), 3.45-3.81 (17H, m), 4.15-4.27 (2H, m), 4.29-4.43 (2H, m), 4.52-4.71 (2H, m), 5.38 (4H, s), 5.85 (2H, dd, J = 11.5, 8.1 Hz), 7.11 (2H, brs), 7.18-7.35 (10H, m), 7.62-7.76 (4H, m).

Statistics shows that 929-75-9 is playing an increasingly important role. we look forward to future research findings about 1,11-Diamino-3,6,9-trioxaundecane.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YOGO, Takatoshi; YOSHIKAWA, Masato; SAITOH, Morihisa; KATOH, Taisuke; SEKI, Tomohiro; NAKADA, Yoshihisa; (148 pag.)EP3366684; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

929-75-9,Some common heterocyclic compound, 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, molecular formula is C8H20N2O3, 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.

A 1 moles of a double-terminal amine polyether (structure of formula (2), R 2 = R 3 = H, n = 3), 18 moles of dichloroethane and 1 mole of sodium hydroxide (an aqueous solution having a concentration of 20% by weight) were charged into a reaction flask equipped with a cooling apparatus, 4 C, then slowly add 1 mole of acryloyl chloride, the temperature of the addition process does not exceed 15 C, after the addition of acryloyl chloride, the reaction is carried out at 15 C for 3 hours; the resulting reaction is allowed to stand and the organic phase is separated, Washed with saturated aqueous NaCl solution 3 times, dried with anhydrous sodium sulfate, the organic solvent was distilled off to obtain a crude product of orange-red viscous liquid, and the crude product was washed with acetone to obtain the product of polymerization grade. The product of the polymerization stage was confirmed to be a monomer represented by the formula (1) (wherein Ri = R2 = R3 = H, n= 3) using an infrared spectrum.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,11-Diamino-3,6,9-trioxaundecane, its application will become more common.

Reference:
Patent; CHINA PETROLEUM & CHEMICAL CORPORATION;.; DRILLINGRESEARCH INSTITUTE OF SINOPEC ZHONGYUAN PETROLEUM ENGINEERING CO., LTD; WANG, ZHONGHUA; (12 pag.)CN104926678; (2017); B;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem