[(E)-(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-4-oxo-but-2-enyl]-(3-trimethylsilanyl-prop-2-ynyl)-carbamic acid phenyl ester

Base Information

Chemical Name:[(E)-(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-4-oxo-but-2-enyl]-(3-trimethylsilanyl-prop-2-ynyl)-carbamic acid phenyl ester
CAS No.:141277-33-0
Molecular Formula:C₂₄H₃₇NO₄Si₂
Molecular Weight:459.733
Hs Code.:

Synonyms:[(E)-(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-4-oxo-but-2-enyl]-(3-trimethylsilanyl-prop-2-ynyl)-carbamic acid phenyl ester

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Chemical Property of [(E)-(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-4-oxo-but-2-enyl]-(3-trimethylsilanyl-prop-2-ynyl)-carbamic acid phenyl ester

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Technology Process of [(E)-(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-4-oxo-but-2-enyl]-(3-trimethylsilanyl-prop-2-ynyl)-carbamic acid phenyl ester

There total 6 articles about [(E)-(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-4-oxo-but-2-enyl]-(3-trimethylsilanyl-prop-2-ynyl)-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: 32.0%

: 2136-75-6
(triphenylphosphoranylidene)acetaldehyde

: 141277-40-9
methyl (4S)-2-<(phenoxycarbonyl)(3-trimethylsilylprop-2-ynyl)amino>-3-<(tert-butyldimethylsilyl)oxy> propanal

: 141277-33-0
(4S)-4-<(phenyloxycarbonyl)(3-trimethylsilylprop-2-ynyl)amino>-5-<(tert-butyldimethylsilyl)oxy>pent-2-en-1-al

Guidance literature:: In dichloromethane; for 18h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85517-4

Reference yield:

: 5272-36-6
3-trimethylsilyl-2-propyn-1-ol

: 141277-33-0
(4S)-4-<(phenyloxycarbonyl)(3-trimethylsilylprop-2-ynyl)amino>-5-<(tert-butyldimethylsilyl)oxy>pent-2-en-1-al

Guidance literature:: Multi-step reaction with 5 steps

1: 43 percent / triphenylphosphine, bromine / dimethylformamide / 18 h / Ambient temperature

2: 20 percent / Et₃N / toluene / 70 deg C, 2 h, then --> room temp., 3 h

3: 96 percent / sat. sodium bicarbonate / ethyl acetate; H₂O / 2 h / 0 °C

4: diisobutylaluminium hydride / toluene / 5 h / -78 °C

5: 32 percent / CH₂Cl₂ / 18 h / Ambient temperature

With bromine; diisobutylaluminium hydride; sodium hydrogencarbonate; triethylamine; triphenylphosphine; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)85517-4

Reference yield:

: 38002-45-8
3-bromo-1-(trimethylsilyl)-1-propyne

: 141277-33-0
(4S)-4-<(phenyloxycarbonyl)(3-trimethylsilylprop-2-ynyl)amino>-5-<(tert-butyldimethylsilyl)oxy>pent-2-en-1-al

Guidance literature:: Multi-step reaction with 4 steps

1: 20 percent / Et₃N / toluene / 70 deg C, 2 h, then --> room temp., 3 h

2: 96 percent / sat. sodium bicarbonate / ethyl acetate; H₂O / 2 h / 0 °C

3: diisobutylaluminium hydride / toluene / 5 h / -78 °C

4: 32 percent / CH₂Cl₂ / 18 h / Ambient temperature

With diisobutylaluminium hydride; sodium hydrogencarbonate; triethylamine; In dichloromethane; water; ethyl acetate; toluene;
DOI:10.1016/S0040-4020(01)85517-4