(2S,4S,1'S,2'S)-2-{2-[N-(tert-butoxycarbonyl)amino]-1-hydroxy-3-phenylpropyl}-4-phenyloxazolidine-3-carboxylic acid ethyl ester

Base Information

Chemical Name:(2S,4S,1'S,2'S)-2-{2-[N-(tert-butoxycarbonyl)amino]-1-hydroxy-3-phenylpropyl}-4-phenyloxazolidine-3-carboxylic acid ethyl ester
CAS No.:188118-23-2
Molecular Formula:C₂₆H₃₄N₂O₆
Molecular Weight:470.566
Hs Code.:

Synonyms:(2S,4S,1'S,2'S)-2-{2-[N-(tert-butoxycarbonyl)amino]-1-hydroxy-3-phenylpropyl}-4-phenyloxazolidine-3-carboxylic acid ethyl ester

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Chemical Property of (2S,4S,1'S,2'S)-2-{2-[N-(tert-butoxycarbonyl)amino]-1-hydroxy-3-phenylpropyl}-4-phenyloxazolidine-3-carboxylic acid ethyl ester

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Technology Process of (2S,4S,1'S,2'S)-2-{2-[N-(tert-butoxycarbonyl)amino]-1-hydroxy-3-phenylpropyl}-4-phenyloxazolidine-3-carboxylic acid ethyl ester

There total 6 articles about (2S,4S,1'S,2'S)-2-{2-[N-(tert-butoxycarbonyl)amino]-1-hydroxy-3-phenylpropyl}-4-phenyloxazolidine-3-carboxylic acid ethyl 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: 70.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 188118-22-1
(2S,4S)-2-((1S,2S)-2-Azido-1-hydroxy-3-phenyl-propyl)-4-phenyl-oxazolidine-3-carboxylic acid ethyl ester

: 188118-23-2
(2S,4S,1'S,2'S)-2-{2-[N-(tert-butoxycarbonyl)amino]-1-hydroxy-3-phenylpropyl}-4-phenyloxazolidine-3-carboxylic acid ethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 17h;
DOI:10.1021/jo962277g

Reference yield:

: 55177-35-0
(E)-4-phenyl-2-butenal

: 188118-23-2
(2S,4S,1'S,2'S)-2-{2-[N-(tert-butoxycarbonyl)amino]-1-hydroxy-3-phenylpropyl}-4-phenyloxazolidine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) 4 A MS / 1.) CH₂Cl₂, room temperature, 0.5 h, 2.) EtOAc, room temperature, 18 h

2: 92 percent / NBS / 1,2-dimethoxy-ethane; H₂O / 3 h / Ambient temperature

3: 97 percent / ethanol / 3 h / Ambient temperature

4: 97 percent / NaN₃, NH₄Cl / ethanol; H₂O / 360 h / Heating

5: 70 percent / H₂ / 5percent Pd on carbon / ethyl acetate / 17 h

With N-Bromosuccinimide; sodium azide; hydrogen; ammonium chloride; palladium on activated charcoal; In 1,2-dimethoxyethane; ethanol; water; ethyl acetate;
DOI:10.1021/jo962277g

Reference yield:

: 20989-17-7
(2S)-2-phenylglycinol

: 188118-23-2
(2S,4S,1'S,2'S)-2-{2-[N-(tert-butoxycarbonyl)amino]-1-hydroxy-3-phenylpropyl}-4-phenyloxazolidine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) 4 A MS / 1.) CH₂Cl₂, room temperature, 0.5 h, 2.) EtOAc, room temperature, 18 h

2: 92 percent / NBS / 1,2-dimethoxy-ethane; H₂O / 3 h / Ambient temperature

3: 97 percent / ethanol / 3 h / Ambient temperature

4: 97 percent / NaN₃, NH₄Cl / ethanol; H₂O / 360 h / Heating

5: 70 percent / H₂ / 5percent Pd on carbon / ethyl acetate / 17 h

With N-Bromosuccinimide; sodium azide; hydrogen; ammonium chloride; palladium on activated charcoal; In 1,2-dimethoxyethane; ethanol; water; ethyl acetate;
DOI:10.1021/jo962277g