Benzyl-[(1S,2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-formyl-1-((E)-styryl)-butyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:Benzyl-[(1S,2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-formyl-1-((E)-styryl)-butyl]-carbamic acid tert-butyl ester
CAS No.:142039-70-1
Molecular Formula:C₃₁H₄₅NO₄Si
Molecular Weight:523.788
Hs Code.:

Synonyms:Benzyl-[(1S,2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-formyl-1-((E)-styryl)-butyl]-carbamic acid tert-butyl ester

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Chemical Property of Benzyl-[(1S,2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-formyl-1-((E)-styryl)-butyl]-carbamic acid tert-butyl ester

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Technology Process of Benzyl-[(1S,2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-formyl-1-((E)-styryl)-butyl]-carbamic acid tert-butyl ester

There total 12 articles about Benzyl-[(1S,2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-formyl-1-((E)-styryl)-butyl]-carbamic acid tert-butyl 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: 82.0%

: 142039-69-8
Benzyl-[(1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxymethyl-1-((E)-styryl)-butyl]-carbamic acid tert-butyl ester

: 142039-70-1
Benzyl-[(1S,2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-formyl-1-((E)-styryl)-butyl]-carbamic acid tert-butyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -45 ℃; for 0.25h;
DOI:10.1246/bcsj.68.2103

Reference yield:

: 142065-10-9
Benzyl-[(1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-1-((E)-styryl)-2-triethylsilanyloxymethyl-butyl]-amine

: 142039-70-1
Benzyl-[(1S,2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-formyl-1-((E)-styryl)-butyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / Et₃N / dimethylformamide / 4.5 h / 50 °C

2: 98 percent / aq. AcOH / tetrahydrofuran / 72 h

3: 82 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -45 °C

With oxalyl dichloride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.68.2103

Reference yield:

: 142065-12-1
t-butyl (1S,2R,3S)-N-benzyl-N-<3-t-butyldimethylsiloxy-1-(E)-styryl-2-(triethylsiloxy)methylbutyl>carbamate

: 142039-70-1
Benzyl-[(1S,2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-formyl-1-((E)-styryl)-butyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / aq. AcOH / tetrahydrofuran / 72 h

2: 82 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -45 °C

With oxalyl dichloride; acetic acid; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1246/bcsj.68.2103