(4S,5R)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-methanol

Base Information

Chemical Name:(4S,5R)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-methanol
CAS No.:143122-12-7
Molecular Formula:C₁₈H₃₃NO₄
Molecular Weight:327.464
Hs Code.:

Synonyms:(4S,5R)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-methanol

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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 (4S,5R)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-methanol

Chemical Property:

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Technology Process of (4S,5R)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-methanol

There total 11 articles about (4S,5R)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-methanol 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:

: 117997-58-7
tert-butyl (4S,5R)-4-(cyclohexylmethyl)-5-formyl-2,2-dimethyl-3-oxazolidinecarboxylate

: 143122-12-7
(4S,5R)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-methanol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 3h; Yield given;
DOI:10.1021/jm00097a010

Reference yield:

: 121533-55-9
(4S,5S)-3-tert-butoxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-5-vinyloxazolidine

: 143122-12-7
(4S,5R)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-methanol

Guidance literature:: Multi-step reaction with 2 steps

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

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

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

Reference yield:

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

: 143122-12-7
(4S,5R)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-methanol

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / triethylamine / CH₂Cl₂ / 6 h / Ambient temperature

2: 78 percent / t-BuOK / toluene; dimethylsulfoxide / 0.5 h / Ambient temperature

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

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

With sodium tetrahydroborate; dimethylsulfide; potassium tert-butylate; ozone; triethylamine; In methanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/jm00097a010