(3R,4S)-N-(tert-butoxycarbonyl)-4-amino-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-ene

Base Information

Chemical Name:(3R,4S)-N-(tert-butoxycarbonyl)-4-amino-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-ene
CAS No.:229981-28-6
Molecular Formula:C₂₂H₃₇NO₃Si
Molecular Weight:391.626
Hs Code.:

Synonyms:(3R,4S)-N-(tert-butoxycarbonyl)-4-amino-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-ene

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Chemical Property of (3R,4S)-N-(tert-butoxycarbonyl)-4-amino-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-ene

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Technology Process of (3R,4S)-N-(tert-butoxycarbonyl)-4-amino-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-ene

There total 8 articles about (3R,4S)-N-(tert-butoxycarbonyl)-4-amino-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-ene 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: 97.0%

: 99113-30-1
((1S,2R)-1-benzyl-2-hydroxybut-3-enyl)carbamic acid tert-butyl ester

: 18162-48-6
tert-butyldimethylsilyl chloride

: 229981-28-6
(3R,4S)-N-(tert-butoxycarbonyl)-4-amino-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-ene

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 99113-30-1
((1S,2R)-1-benzyl-2-hydroxybut-3-enyl)carbamic acid tert-butyl ester

: 229981-28-6
(3R,4S)-N-(tert-butoxycarbonyl)-4-amino-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-ene

Guidance literature:: t-butyldimethylsiyl triflate; ((1S,2R)-1-benzyl-2-hydroxybut-3-enyl)carbamic acid tert-butyl ester; With triethylamine; In dichloromethane; at 23 ℃; for 4h;

With ammonium chloride; In dichloromethane; water;

Reference yield:

: 124915-64-6
(4S,5R)-5-ethenyl-4-phenylmethyloxazolidin-2-one

: 229981-28-6
(3R,4S)-N-(tert-butoxycarbonyl)-4-amino-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / Et₃N, DMAP / tetrahydrofuran / 5.5 h / Ambient temperature

2: 76 percent / Cs₂CO₃ / methanol / 25 h / Ambient temperature

3: 90 percent / imidazole / dimethylformamide / 2 h

With 1H-imidazole; dmap; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo990200x