4(S)-Benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid

Base Information

Chemical Name:4(S)-Benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid
CAS No.:158744-41-3
Molecular Formula:C₂₂H₂₅NO₅
Molecular Weight:383.444
Hs Code.:

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

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

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

There total 3 articles about 4(S)-Benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid 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: 92.0%

: 158744-39-9
Ethyl 4(S)-benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetate

: 158744-41-3
4(S)-Benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid

Guidance literature:: With sodium hydroxide; In ethanol; for 18h; Ambient temperature;
DOI:10.1021/jo00092a026

Reference yield:

: 1161-13-3
N-Cbz-L-Phe

: 158744-41-3
4(S)-Benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) carbonyldiimidazole

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

3: 89 percent / TsOH*H₂O / 5 h / 60 °C

4: 92 percent / 1 M aq. NaOH / ethanol / 18 h / Ambient temperature

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

Reference yield:

: 158744-37-7
Ethyl 4(S)-(benzyloxyformamido)-3(R)-hydroxy-5-phenylpentanoate

: 158744-41-3
4(S)-Benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / TsOH*H₂O / 5 h / 60 °C

2: 92 percent / 1 M aq. NaOH / ethanol / 18 h / Ambient temperature

With sodium hydroxide; toluene-4-sulfonic acid; In ethanol;
DOI:10.1021/jo00092a026