(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-5-<2-(mesyloxy)ethyl>-2,2-dimethyloxazolidine

Base Information

Chemical Name:(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-5-<2-(mesyloxy)ethyl>-2,2-dimethyloxazolidine
CAS No.:124577-56-6
Molecular Formula:C₂₀H₃₇NO₆S
Molecular Weight:419.583
Hs Code.:

Synonyms:(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-5-<2-(mesyloxy)ethyl>-2,2-dimethyloxazolidine

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Chemical Property of (4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-5-<2-(mesyloxy)ethyl>-2,2-dimethyloxazolidine

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Technology Process of (4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-5-<2-(mesyloxy)ethyl>-2,2-dimethyloxazolidine

There total 4 articles about (4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-5-<2-(mesyloxy)ethyl>-2,2-dimethyloxazolidine 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: 86.0%

: 124-63-0
methanesulfonyl chloride

: 124577-55-5
(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-ethanol

: 124577-56-6
(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-5-<2-(mesyloxy)ethyl>-2,2-dimethyloxazolidine

Guidance literature:: With triethylamine; In dichloromethane; for 6h; Ambient temperature;
DOI:10.1021/jm00097a010

Reference yield:

: 143122-11-6
(4S,5S)-5-allyl-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine

: 124577-56-6
(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-5-<2-(mesyloxy)ethyl>-2,2-dimethyloxazolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) ozone, 2.) Me₂S / 1.) GH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, overnight

2: sodium borohydride / methanol / 3 h / 0 °C

3: 86 percent / triethylamine / CH₂Cl₂ / 6 h / Ambient temperature

With sodium tetrahydroborate; dimethylsulfide; ozone; triethylamine; In methanol; dichloromethane;
DOI:10.1021/jm00097a010

Reference yield:

: 145341-80-6
(4S,5S)-3-(tert-butoxycarbonyl)-4-cyclohexylmethyl-5-formylmethyl-2,2-dimethyl-1,3-oxazolidine

: 124577-56-6
(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-5-<2-(mesyloxy)ethyl>-2,2-dimethyloxazolidine

Guidance literature:: Multi-step reaction with 2 steps

1: sodium borohydride / methanol / 3 h / 0 °C

2: 86 percent / triethylamine / CH₂Cl₂ / 6 h / Ambient temperature

With sodium tetrahydroborate; triethylamine; In methanol; dichloromethane;
DOI:10.1021/jm00097a010