[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-oxo-but-3-ynyl]-carbamic acid benzyl ester

Base Information

Chemical Name:[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-oxo-but-3-ynyl]-carbamic acid benzyl ester
CAS No.:105563-16-4
Molecular Formula:C₁₉H₂₇NO₄Si
Molecular Weight:361.513
Hs Code.:

Synonyms:[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-oxo-but-3-ynyl]-carbamic acid benzyl ester

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Chemical Property of [(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-oxo-but-3-ynyl]-carbamic acid benzyl ester

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Technology Process of [(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-oxo-but-3-ynyl]-carbamic acid benzyl ester

There total 3 articles about [(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-oxo-but-3-ynyl]-carbamic acid benzyl 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: 94.0%

: 105563-15-3
O-(tert-butyldimethylsilyl)-N-(benzyloxycarbonyl)-L-serine isoxazolidide

: 70277-75-7
lithium acetylide

: 105563-16-4
[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-oxo-but-3-ynyl]-carbamic acid benzyl ester

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 0.75h;
DOI:10.1021/jo00376a050

Reference yield:

: 1145-80-8
N-(benzyloxycarbonyl)-L-serine

: 105563-16-4
[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-oxo-but-3-ynyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) K₂CO₃, 2.) N-methylmorphiline, isobutyl chloroformate / 1.) THF, water, RT, 3 h, 2.) THF, -15 min, 45 min

2: 94 percent / imidazole / dimethylformamide / 4 h / Ambient temperature

3: 94 percent / tetrahydrofuran / 0.75 h / -78 °C

With 4-methyl-morpholine; 1H-imidazole; potassium carbonate; isobutyl chloroformate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00376a050

Reference yield:

: 105563-07-3
N-(benzyloxycarbonyl)-L-serine isoxazolidide

: 105563-16-4
[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-oxo-but-3-ynyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / imidazole / dimethylformamide / 4 h / Ambient temperature

2: 94 percent / tetrahydrofuran / 0.75 h / -78 °C

With 1H-imidazole; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00376a050