4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid chloride

Base Information

Chemical Name:4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid chloride
CAS No.:1026810-22-9
Molecular Formula:C₁₉H₂₆ClNO₄
Molecular Weight:367.873
Hs Code.:

Synonyms:4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid chloride

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Chemical Property of 4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid chloride

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Technology Process of 4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid chloride

There total 5 articles about 4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid chloride 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:

: 158895-85-3
4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid

: 1026810-22-9
4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid chloride

Guidance literature:: With oxalyl dichloride; N,N-dimethyl-formamide; In toluene; for 1h;
DOI:10.1021/jo00092a026

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 1026810-22-9
4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid chloride

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) carbonyldiimidazole

2: NaBH₄ / ethanol / 1 h / -15 - -10 °C

3: 80 percent / TsOH*H₂O / 1.) r.t., 24 h, 2.) 50 deg C, 7 h

4: 100 percent / 1 M aq. NaOH / ethanol / 18 h / Ambient temperature

5: (COCl)2, DMF / toluene / 1 h

With sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; toluene-4-sulfonic acid; N,N-dimethyl-formamide; 1,1'-carbonyldiimidazole; In ethanol; toluene;
DOI:10.1021/jo00092a026

Reference yield:

: 112271-08-6
(4S)-40<(tertibutyloxycarbonyl)amino>-3-oxo-5-phenylpentanoic acid ethyl ester

: 1026810-22-9
4(S)-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid chloride

Guidance literature:: Multi-step reaction with 4 steps

1: NaBH₄ / ethanol / 1 h / -15 - -10 °C

2: 80 percent / TsOH*H₂O / 1.) r.t., 24 h, 2.) 50 deg C, 7 h

3: 100 percent / 1 M aq. NaOH / ethanol / 18 h / Ambient temperature

4: (COCl)2, DMF / toluene / 1 h

With sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; toluene-4-sulfonic acid; N,N-dimethyl-formamide; In ethanol; toluene;
DOI:10.1021/jo00092a026