Acetamide, 2-[[(2S,6R)-6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-2H -pyran-2-yl]oxy]-N-methoxy-N-methyl-

Base Information

Chemical Name:Acetamide, 2-[[(2S,6R)-6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-2H -pyran-2-yl]oxy]-N-methoxy-N-methyl-
CAS No.:216769-40-3
Molecular Formula:C26H37NO5Si
Molecular Weight:471.669
Hs Code.:
Mol file:216769-40-3.mol

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Chemical Property of Acetamide, 2-[[(2S,6R)-6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-2H -pyran-2-yl]oxy]-N-methoxy-N-methyl-

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Technology Process of Acetamide, 2-[[(2S,6R)-6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-2H -pyran-2-yl]oxy]-N-methoxy-N-methyl-

There total 4 articles about Acetamide, 2-[[(2S,6R)-6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-2H -pyran-2-yl]oxy]-N-methoxy-N-methyl- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 134833-83-3
2-bromo-N-methoxy-N-methyl-acetamide

: 216769-01-6
(R)-6-(tert-butyldiphenylsilanyloxymethyl)-tetrahydropyran-2-ol

: 216769-40-3
(R,R)-N-methoxy-N-methyl-2-(6'-tert-butyldiphenylsilanyloxymethylpyranyloxy)-acetamide

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 2h;
DOI:10.1039/a806584e

Reference yield:

: 107033-46-5
(R)-(tert-butyldiphenylsilyloxy)methyloxirane

: 216769-40-3
(R,R)-N-methoxy-N-methyl-2-(6'-tert-butyldiphenylsilanyloxymethylpyranyloxy)-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / Li₂CuCl₄ / tetrahydrofuran / 0.25 h / -30 °C

2.1: sodium bicarbonate; O₃ / CH₂Cl₂ / 0.5 h / -78 °C

2.2: 100 percent / PPh₃ / CH₂Cl₂ / 16 h / 20 °C

3.1: 81 percent / KHMDS / toluene; tetrahydrofuran / 2 h / -78 - 0 °C

With dilithium tetrachlorocuprate; potassium hexamethylsilazane; sodium hydrogencarbonate; ozone; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1039/b602805e

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 216769-40-3
(R,R)-N-methoxy-N-methyl-2-(6'-tert-butyldiphenylsilanyloxymethylpyranyloxy)-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / Et₃N; DMAP / CH₂Cl₂ / 72 h / 20 °C

2.1: 100 percent / Li₂CuCl₄ / tetrahydrofuran / 0.25 h / -30 °C

3.1: sodium bicarbonate; O₃ / CH₂Cl₂ / 0.5 h / -78 °C

3.2: 100 percent / PPh₃ / CH₂Cl₂ / 16 h / 20 °C

4.1: 81 percent / KHMDS / toluene; tetrahydrofuran / 2 h / -78 - 0 °C

With dmap; dilithium tetrachlorocuprate; potassium hexamethylsilazane; sodium hydrogencarbonate; ozone; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1039/b602805e