(2S)-2-(tert-butoxycarbonylamino)-3-(tert-butyldiphenylsilyloxy)propyl methanesulfonate

Base Information

Chemical Name:(2S)-2-(tert-butoxycarbonylamino)-3-(tert-butyldiphenylsilyloxy)propyl methanesulfonate
CAS No.:260391-22-8
Molecular Formula:C₂₅H₃₇NO₆SSi
Molecular Weight:507.723
Hs Code.:

Synonyms:(2S)-2-(tert-butoxycarbonylamino)-3-(tert-butyldiphenylsilyloxy)propyl methanesulfonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S)-2-(tert-butoxycarbonylamino)-3-(tert-butyldiphenylsilyloxy)propyl methanesulfonate

Chemical Property:

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Technology Process of (2S)-2-(tert-butoxycarbonylamino)-3-(tert-butyldiphenylsilyloxy)propyl methanesulfonate

There total 5 articles about (2S)-2-(tert-butoxycarbonylamino)-3-(tert-butyldiphenylsilyloxy)propyl methanesulfonate 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: 96.0%

: 124-63-0
methanesulfonyl chloride

: 198417-69-5
tert-butyl [(1R)-2-(tert-butyldiphenylsilyloxy)-1-(hydroxymethyl)-ethyl]carbamate

: 260391-22-8
(2S)-2-(tert-butoxycarbonylamino)-3-(tert-butyldiphenylsilyloxy)propyl methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1002/(sici)1099-0690(200001)2000:1<115::aid-ejoc115>3.0.co;2-j

Reference yield:

: 2766-43-0
N-tert-butyloxycarbonyl-L-serine methyl ester

: 260391-22-8
(2S)-2-(tert-butoxycarbonylamino)-3-(tert-butyldiphenylsilyloxy)propyl methanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 11 h / 20 °C

2: LiAlH₄ / tetrahydrofuran / 0.33 h / 20 °C

3: Et₃N / CH₂Cl₂ / 3 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2003-37126

Reference yield:

: 159846-14-7
methyl (2S)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-[(tert-butoxy)carbonylamino]propanoate

: 260391-22-8
(2S)-2-(tert-butoxycarbonylamino)-3-(tert-butyldiphenylsilyloxy)propyl methanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 0.33 h / 20 °C

2: Et₃N / CH₂Cl₂ / 3 h / 0 °C

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2003-37126