(4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-propionitrile

Base Information

Chemical Name:(4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-propionitrile
CAS No.:136630-81-4
Molecular Formula:C₂₀H₂₈N₂O₃
Molecular Weight:344.454
Hs Code.:

Synonyms:(4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-propionitrile

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Chemical Property of (4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-propionitrile

Chemical Property:

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

There total 4 articles about (4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-propionitrile 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:

: 136630-94-9
(4S,5R)-4-Benzyl-5-(2-hydroxy-ethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 136630-81-4
(4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-propionitrile

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂ / 4 h / 0 °C

2: dimethylsulfoxide / 24 h / 50 °C

With triethylamine; In dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jm00115a016

Reference yield:

: 101669-81-2
(3R,4S)-4-<(tert-butoxycarbonyl)amino>-3-hydroxy-5-phenylpentanoic acid methyl ester

: 136630-81-4
(4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-propionitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / p-toluenesulfonic acid / CH₂Cl₂ / 14 h

2: Dibal / tetrahydrofuran; toluene / 1 h / 0 °C

3: triethylamine / CH₂Cl₂ / 4 h / 0 °C

4: dimethylsulfoxide / 24 h / 50 °C

With diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/jm00115a016

Reference yield:

: 136630-79-0
(4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-acetic acid methyl ester

: 136630-81-4
(4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-propionitrile

Guidance literature:: Multi-step reaction with 3 steps

1: Dibal / tetrahydrofuran; toluene / 1 h / 0 °C

2: triethylamine / CH₂Cl₂ / 4 h / 0 °C

3: dimethylsulfoxide / 24 h / 50 °C

With diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/jm00115a016