(4S,5S)-4-Cyclohexylmethyl-2,2-dimethyl-5-[(S)-3-methyl-2-(propane-2-sulfonylamino)-butyl]-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(4S,5S)-4-Cyclohexylmethyl-2,2-dimethyl-5-[(S)-3-methyl-2-(propane-2-sulfonylamino)-butyl]-oxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:140660-68-0
Molecular Formula:C₂₅H₄₈N₂O₅S
Molecular Weight:488.733
Hs Code.:

Synonyms:(4S,5S)-4-Cyclohexylmethyl-2,2-dimethyl-5-[(S)-3-methyl-2-(propane-2-sulfonylamino)-butyl]-oxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (4S,5S)-4-Cyclohexylmethyl-2,2-dimethyl-5-[(S)-3-methyl-2-(propane-2-sulfonylamino)-butyl]-oxazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (4S,5S)-4-Cyclohexylmethyl-2,2-dimethyl-5-[(S)-3-methyl-2-(propane-2-sulfonylamino)-butyl]-oxazolidine-3-carboxylic acid tert-butyl ester

There total 3 articles about (4S,5S)-4-Cyclohexylmethyl-2,2-dimethyl-5-[(S)-3-methyl-2-(propane-2-sulfonylamino)-butyl]-oxazolidine-3-carboxylic 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: 91.0%

: 10147-37-2
Isopropylsulfonyl chloride

: 140660-66-8
(2S,4S,5S)-1-<3-(tert-butyloxycarbonyl)-2,2-dimethyl-4-(cyclohexylmethyl)-5-oxazolidinyl>-2-amino-3-methylbutane

: 140660-68-0
(4S,5S)-4-Cyclohexylmethyl-2,2-dimethyl-5-[(S)-3-methyl-2-(propane-2-sulfonylamino)-butyl]-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With triethylamine; In dichloromethane; at -10 ℃; for 1.5h;
DOI:10.1021/jm00088a007

Reference yield:

: 129921-93-3
2-(S)-((3-(tert-butyloxycarbonyl)-2,2-dimethyl-4(S)-(cyclohexylmethyl)-5(S)-oxazolidinyl)methyl)-3-methylbutanoic acid

: 140660-68-0
(4S,5S)-4-Cyclohexylmethyl-2,2-dimethyl-5-[(S)-3-methyl-2-(propane-2-sulfonylamino)-butyl]-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) triethylamine, diphenylphosphoryl azide / 1.) toluene, 70 deg C, 1.5 h, 2.) toluene, reflux, 72 h

2: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 18 h / 3040 Torr

3: 91 percent / triethylamine / CH₂Cl₂ / 1.5 h / -10 °C

With diphenylphosphoranyl azide; hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1021/jm00088a007

Reference yield:

: 140660-63-5
(2S,4S,5S)-1-<3-(tert-butyloxycarbonyl)-2,2-dimethyl-4-(cyclohexylmethyl)-5-oxazolidinyl>-2-<<(phenylmethoxy)carbonyl>amino>-3-methylbutane

: 140660-68-0
(4S,5S)-4-Cyclohexylmethyl-2,2-dimethyl-5-[(S)-3-methyl-2-(propane-2-sulfonylamino)-butyl]-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 18 h / 3040 Torr

2: 91 percent / triethylamine / CH₂Cl₂ / 1.5 h / -10 °C

With hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1021/jm00088a007