(4S,1'S,1''S)-4-{3'-[benzyloxycarbonyl-(1''-methoxycarbonyl-3''-methylbutyl)amino]-1'-phenylpropyl}-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(4S,1'S,1''S)-4-{3'-[benzyloxycarbonyl-(1''-methoxycarbonyl-3''-methylbutyl)amino]-1'-phenylpropyl}-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:862473-10-7
Molecular Formula:C₃₄H₄₈N₂O₇
Molecular Weight:596.764
Hs Code.:

(4S,1'S,1''S)-4-{3'-[benzyloxycarbonyl-(1''-methoxycarbonyl-3''-methylbutyl)amino]-1'-phenylpropyl}-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Synonyms:(4S,1'S,1''S)-4-{3'-[benzyloxycarbonyl-(1''-methoxycarbonyl-3''-methylbutyl)amino]-1'-phenylpropyl}-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (4S,1'S,1''S)-4-{3'-[benzyloxycarbonyl-(1''-methoxycarbonyl-3''-methylbutyl)amino]-1'-phenylpropyl}-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (4S,1'S,1''S)-4-{3'-[benzyloxycarbonyl-(1''-methoxycarbonyl-3''-methylbutyl)amino]-1'-phenylpropyl}-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

There total 6 articles about (4S,1'S,1''S)-4-{3'-[benzyloxycarbonyl-(1''-methoxycarbonyl-3''-methylbutyl)amino]-1'-phenylpropyl}-2,2-dimethyloxazolidine-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: 78.0%

: 862473-09-4
(4S,1'S,1''S)-4-[3'-(1''-methoxycarbonyl-3''-methylbutylamino)-1'-phenylpropyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 501-53-1,94274-21-2
benzyl chloroformate

: 862473-10-7
(4S,1'S,1''S)-4-{3'-[benzyloxycarbonyl-(1''-methoxycarbonyl-3''-methylbutyl)amino]-1'-phenylpropyl}-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With sodium carbonate; In tetrahydrofuran; water; at 20 ℃; for 1h;
DOI:10.1021/jo050736k

Reference yield:

: 862473-07-2
(4S,1'S)-2,2-dimethyl-4-(3'-oxo-1'-phenylpropyl)oxazolidine-3-carboxylic acid tert-butyl ester

: 862473-10-7
(4S,1'S,1''S)-4-{3'-[benzyloxycarbonyl-(1''-methoxycarbonyl-3''-methylbutyl)amino]-1'-phenylpropyl}-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / sodium triacetoxyborohydride / tetrahydrofuran / 15 h / 20 °C

2: 78 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 1 h / 20 °C

With sodium tris(acetoxy)borohydride; sodium carbonate; In tetrahydrofuran; water;
DOI:10.1021/jo050736k

Reference yield:

: 134525-18-1,131713-27-4,144070-31-5,149406-02-0
(2E',4S)-4-(2'-ethoxycarbonyl-vinyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 862473-10-7
(4S,1'S,1''S)-4-{3'-[benzyloxycarbonyl-(1''-methoxycarbonyl-3''-methylbutyl)amino]-1'-phenylpropyl}-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 64 percent / trimethylsilyl chloride; Cu(I) / tetrahydrofuran / -78 - 20 °C

2: 98 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / 20 °C

3: 88 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

4: 77 percent / sodium triacetoxyborohydride / tetrahydrofuran / 15 h / 20 °C

5: 78 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 1 h / 20 °C

With lithium aluminium tetrahydride; chloro-trimethyl-silane; oxalyl dichloride; sodium tris(acetoxy)borohydride; copper; sodium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; 1: Michael addition / 3: Swern oxidation;
DOI:10.1021/jo050736k