[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester

Base Information

Chemical Name:[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester
CAS No.:141277-31-8
Molecular Formula:C₂₁H₃₃NO₄Si
Molecular Weight:391.583
Hs Code.:

Synonyms:[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester

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Chemical Property of [(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester

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Technology Process of [(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester

There total 10 articles about [(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester 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:

: 131305-06-1
(R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(3-methyl-but-2-enyl)-phenoxycarbonyl-amino]-propionic acid methyl ester

: 141277-31-8
[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 1.85h;
DOI:10.1016/S0040-4020(01)87906-0

Reference yield:

: 158469-76-2
methyl (2S)-2-<(3-methyl-2-butenyl)(phenyloxycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate

: 141277-31-8
(2S)-2-<(3-methyl-2-butenyl)(phenyloxycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>propanal

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 2h; Yield given;
DOI:10.1016/S0040-4020(01)85516-2

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 141277-31-8
[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 9.26 g / triethylamine / 4-dimethylaminopyridine / CH₂Cl₂ / 4 h / Ambient temperature

2: benzene / 0.5 h / Ambient temperature

3: sodium borohydride / methanol / a.) 0 deg C, 0.2h, b.) 0 deg C to r.t., 0.3h

4: 92 percent / aq. sodium bicarbonate / ethyl acetate / 1 h / 0 °C

5: 4.36 g / diisobutylaluminium hydride (Dibal) / toluene / 1.85 h / -78 °C

With sodium tetrahydroborate; diisobutylaluminium hydride; sodium hydrogencarbonate; triethylamine; dmap; In methanol; dichloromethane; ethyl acetate; toluene; benzene;
DOI:10.1016/S0040-4020(01)87906-0