Category: 36805-97-7

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.

Into the reaction vessel was added pyridine (50 mL) and dimethyl 4-hydroxyisophthalate (3.6 g, 17 mmol). The mixture was stirred at reflux for 17h andconcentrated. The residue was acidified with 1M HC1 (50 mL) and extracted with EtOAc (3OmL x 3). The organic phase was dried over Na2504, concentrated, and dissolved in DCM (10 mL). 1,1 -Di-tert-butoxy-N,N-dimethylmethanarnine (10.45 g, 51 .40 mmol) was then added and the reaction was stirred at rt for 12h. After diluted with EtOAc (30 mL), the organic phase was washed with sat NaHCO3 (20 mL x 3), dried over Na2SO4, andconcentrated to produce 1A (2.62 g, 10.40 mmol, 60.7% yield) as a white solid which was used for next step without further purification. LCMS Anal. Calc?d for C13H1605 252.10,found [M+H] 253.1; 1H NMR (500MHz, chloroform-d) 8 11.56 (s, 1H), 8.58-8.46 (m, 1H), 8.16 – 8.08 (m, 1H), 7.02 (s, 1H), 3.93 (s, 3H), 1.66 (s, 9H).

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; SU, Shun; CHAO, Hannguang, J.; CLARKE, Adam, James; LAWRENCE, R., Michael; (169 pag.)WO2019/36024; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 36805-97-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 36805-97-7 name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Compound 2 was prepared according to a similar previously described protocol. 42 To the solution of 4-carboxybenzaldehyde (521?mg, 3.45?mmol) in benzene (6.5?mL) N,N-dimethylformamide di-tert-butyl acetal (2.5?eq, 1760?mg) was added dropwise over a period of 1?h and refluxed. After 2?h the mixture was cooled down to room temperature and water was added (10?mL). The organic layer was collected and concentrated in vacuum. Product was purified chromatographically (silica gel, eluted with Hexane:EtOAc 6:1, v:v). Compound 2 was obtained in 35.4% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, and friends who are interested can also refer to it.

Reference:
Article; Vahter, Juergen; Viht, Kaido; Uri, Asko; Manoharan, Ganesh babu; Enkvist, Erki; Bioorganic and Medicinal Chemistry; vol. 26; 18; (2018); p. 5062 – 5068;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 36805-97-7, These common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, 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.

a) 2,6-Dichloro-isonicotinic acid (11.2 g, 57.1 mmol) is suspended in toluene (150 mL) at 80 C. and then treated with N,N-dimethylformamide di-tert.-butyl acetal (50 mL, 209 mmol). The dark mixture is stirred at 80 C. for 12 h, then at rt for 16 h. The dark solution is diluted with diethyl ether (400 mL), washed with sat. aq. NaHCO3 solution (3*100 mL), dried over Na2SO4, filtered and concentrated. The crude product is purified by MPLC on silica gel eluting with a gradient of EA in heptane to give 2,6-dichloro-isonicotinic acid tert.-butyl ester (14.2 g) as a brownish oil which slowly solidifies; LC-MS: tR=1.05 min; 1H NMR (D6-DMSO): delta 1.56 (s, 9H), 7.85 (s, 2H).

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

Reference:
Patent; Bolli, Martin; Lescop, Cyrille; Mathys, Boris; Mueller, Claus; Nayler, Oliver; Steiner, Beat; Velker, Jorg; US2011/212998; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. Application In Synthesis of 1,1-Di-tert-butoxy-N,N-dimethylmethanamine

Following the general procedure of Tagat (Tagat, J.R.; McCombie, S.W.; Nazareno, D.V.;Boyle, CD.; Kozlowski, J.A.; Chackalamannil, S.; Josien, H.; Wang, Y.; Zhou, G. J. Org. Chem. 2002, 67, 1171-77), a suspension of the bromo acid x (3.0 g, 12.0 mmol) in toluene (18 mL) was heated at 80 0C. To this reaction mixture was added dropwise N,N- dimethylformamide i-tert-butyl acetal (10.0 mL, 42 mmol), and the resulting mixture was heated for an additional 30 min. It was cooled to it, washed with water, saturated aqueous NaHCO3, brine, dried (Na2SO4), filtered, and concentrated in vacuo to afford 2.87 g (78%) of f-butyl ester k_l as a yellow oil, which was carried on without further purification.

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

Reference:
Patent; GENENTECH, INC.; WO2006/69063; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

36805-97-7, These common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, 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.

2-Chloro-6-methoxymethyl-isonicotinic acid (3.48 g, 15.5 mmol, 1 eq) is dissolved in toluene (60 ml), and the solution is heated to 800C. N,N-dimethylformamide-di-tert-butylacetal (7.53 ml, 31 mmol, 2 eq) is added in portions over 8 h. The reaction mixture is then diluted with TBME and washed with aq NaHCO3. The organic layer is dried over sodium sulfate, filtered and concentrated to give the product.MS (ES+): 258 = [M+H]+. .HPLC (Nucleosil C18HD, 4×70 mm, 3 mum, 5-100% MeCN (6 min), 100% MeCN (1.5 min)) retention time: 6.24 min.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 36805-97-7.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/77004; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem