Ethyl 4(S)-benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetate

Base Information

Chemical Name:Ethyl 4(S)-benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetate
CAS No.:158744-39-9
Molecular Formula:C₂₄H₂₉NO₅
Molecular Weight:411.498
Hs Code.:

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

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Chemical Property of Ethyl 4(S)-benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetate

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Technology Process of Ethyl 4(S)-benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetate

There total 2 articles about Ethyl 4(S)-benzyl-3-(benzyloxycarbonyl)-2,2-dimethyl-5(R)-oxazolidineacetate 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: 89.0%

: 77-76-9
2,2-dimethoxy-propane

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

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

Guidance literature:: With toluene-4-sulfonic acid; at 60 ℃; for 5h;
DOI:10.1021/jo00092a026

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) carbonyldiimidazole

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

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

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