(4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-acetic acid methyl ester

Base Information

Chemical Name:(4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-acetic acid methyl ester
CAS No.:136630-79-0
Molecular Formula:C₂₀H₂₉NO₅
Molecular Weight:363.454
Hs Code.:

Synonyms:(4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-acetic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-acetic acid methyl ester

Chemical Property:

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Technology Process of (4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-acetic acid methyl ester

There total 1 articles about (4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-acetic acid methyl 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: 74.0%

: 101669-81-2
(3R,4S)-4-<(tert-butoxycarbonyl)amino>-3-hydroxy-5-phenylpentanoic acid methyl ester

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

: 136630-79-0
(4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-acetic acid methyl ester

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; for 14h;
DOI:10.1021/jm00115a016

Reference yield:

: 136630-79-0
(4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-acetic acid methyl ester

: 136630-94-9
(4S,5R)-4-Benzyl-5-(2-hydroxy-ethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at 0 ℃; for 1h;
DOI:10.1021/jm00115a016

Reference yield:

: 136630-79-0
(4S,5R)-4-benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-5-acetic acid methyl ester

: 120451-87-8,136734-13-9,136734-14-0
BOC-PheΨ<(R)-CHOHCH2>Gly-ACHPA-Ile N-<(4-amino-2-methyl-5-pyrimidinyl)methyl>amide

Guidance literature:: Multi-step reaction with 6 steps

1: Dibal / tetrahydrofuran; toluene / 1 h / 0 °C

2: triethylamine / CH₂Cl₂ / 4 h / 0 °C

3: dimethylsulfoxide / 24 h / 50 °C

4: 87 percent / 30percent aq. KOH / methanol / 8 h / Heating

5: 61 percent / N-methylmorpholine (NMM), 1-hydroxybenzotriazole (HOBT), N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCI) / dimethylformamide / 14 h / Ambient temperature

6: p-toluenesulfonic acid / methanol / 36 h / Ambient temperature

With 4-methyl-morpholine; potassium hydroxide; diisobutylaluminium hydride; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00115a016