(1S,2S)-1-(tert-butyldimethylsilyloxymethyl)-2-(tert-butoxycarbonylamino)-3-cyclohexylpropyl methanesulfonate

Base Information

Chemical Name:(1S,2S)-1-(tert-butyldimethylsilyloxymethyl)-2-(tert-butoxycarbonylamino)-3-cyclohexylpropyl methanesulfonate
CAS No.:165683-87-4
Molecular Formula:C₂₂H₄₅NO₆SSi
Molecular Weight:479.754
Hs Code.:

Synonyms:(1S,2S)-1-(tert-butyldimethylsilyloxymethyl)-2-(tert-butoxycarbonylamino)-3-cyclohexylpropyl methanesulfonate

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Chemical Property of (1S,2S)-1-(tert-butyldimethylsilyloxymethyl)-2-(tert-butoxycarbonylamino)-3-cyclohexylpropyl methanesulfonate

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Technology Process of (1S,2S)-1-(tert-butyldimethylsilyloxymethyl)-2-(tert-butoxycarbonylamino)-3-cyclohexylpropyl methanesulfonate

There total 4 articles about (1S,2S)-1-(tert-butyldimethylsilyloxymethyl)-2-(tert-butoxycarbonylamino)-3-cyclohexylpropyl 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: 97.0%

: 124-63-0
methanesulfonyl chloride

: 165683-84-1
(2S,3S)-1-[(tert-butyldimethylsilyl)oxy]-3-[(tert-butoxycarbonyl)amino]-4-cyclohexyl-2-butanol

: 165683-87-4
(1S,2S)-1-(tert-butyldimethylsilyloxymethyl)-2-(tert-butoxycarbonylamino)-3-cyclohexylpropyl methanesulfonate

Guidance literature:: With dmap; triethylamine; In dichloromethane;
DOI:10.1016/0040-4039(95)00415-9

Reference yield:

: (2R,3R)-3-cyclohexyl-2,3-epoxy-1-butanol

: 165683-87-4
(1S,2S)-1-(tert-butyldimethylsilyloxymethyl)-2-(tert-butoxycarbonylamino)-3-cyclohexylpropyl methanesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / titanium diazidodiisopropoxide / benzene / 20 - 75 °C

2: 97 percent / H₂ / 10percentPd/C / ethyl acetate / 18 h / Ambient temperature

3: 76 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

4: 97 percent / triethylamine, 4-dimethylaminopyridne / CH₂Cl₂ / -15 - 20 °C

With 1H-imidazole; dmap; diisopropoxytitanium diazide; hydrogen; triethylamine; 10% palladium on active carbon; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0040-4020(96)00328-6

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 165683-87-4
(1S,2S)-1-(tert-butyldimethylsilyloxymethyl)-2-(tert-butoxycarbonylamino)-3-cyclohexylpropyl methanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

2: 97 percent / triethylamine, 4-dimethylaminopyridne / CH₂Cl₂ / -15 - 20 °C

With 1H-imidazole; dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00328-6