(2S,4R)-2-Phenyl-3-(carbobenzyloxy)-4-benzyl-4-(2-hydroxyethyl)oxazolidinone

Base Information

Chemical Name:(2S,4R)-2-Phenyl-3-(carbobenzyloxy)-4-benzyl-4-(2-hydroxyethyl)oxazolidinone
CAS No.:159801-66-8
Molecular Formula:C₂₆H₂₅NO₅
Molecular Weight:431.488
Hs Code.:

Synonyms:(2S,4R)-2-Phenyl-3-(carbobenzyloxy)-4-benzyl-4-(2-hydroxyethyl)oxazolidinone

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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 (2S,4R)-2-Phenyl-3-(carbobenzyloxy)-4-benzyl-4-(2-hydroxyethyl)oxazolidinone

Chemical Property:

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Technology Process of (2S,4R)-2-Phenyl-3-(carbobenzyloxy)-4-benzyl-4-(2-hydroxyethyl)oxazolidinone

There total 1 articles about (2S,4R)-2-Phenyl-3-(carbobenzyloxy)-4-benzyl-4-(2-hydroxyethyl)oxazolidinone 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:

: 75-21-8,99932-75-9
oxirane

: 95260-60-9
(2S,4S)-benzyl 4-benzyl-5-oxo-2-phenyloxazolidine-3-carboxylate

: 159801-66-8
(2S,4R)-2-Phenyl-3-(carbobenzyloxy)-4-benzyl-4-(2-hydroxyethyl)oxazolidinone

Guidance literature:: With boron trifluoride diethyl etherate; potassium hexamethylsilazane; Yield given. Multistep reaction; 1.) THF, -78 deg C, 15 min, 2.) -78 deg C, 1.5 h;
DOI:10.1021/jo00104a022

Reference yield: 88.0%

: 124-63-0
methanesulfonyl chloride

: 159801-66-8
(2S,4R)-2-Phenyl-3-(carbobenzyloxy)-4-benzyl-4-(2-hydroxyethyl)oxazolidinone

: 159801-67-9
(2S,4R)-2-Phenyl-3-(carbobenzyloxy)-4-benzyl-4-<2-(methylsulfonyloxy)ethyl>oxazolidinone

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1021/jo00104a022

Reference yield:

: 159801-66-8
(2S,4R)-2-Phenyl-3-(carbobenzyloxy)-4-benzyl-4-(2-hydroxyethyl)oxazolidinone

: (4R,2'S)-2-<2'-<<(Benzyloxycarbonyl)amino>ethyl>>-4-benzyl-4-<<<2-(1,3-dithianyl)methyl>amino>carbonyl>-3,4,5,6-tetrahydropyrimidine

Guidance literature:: Multi-step reaction with 10 steps

1: 88 percent / pyridine / CH₂Cl₂ / 48 h / 20 °C

2: 93 percent / NaN₃ / dimethylformamide / 20 h / 40 °C

3: 1 M aq. NaOH / methanol / 48 h / 20 °C

4: H₂, 2 M aq. HCl / 10percent Pd/C / ethanol / 2 h / 20 °C / 2844.3 Torr

5: dioxane / 4 h / 55 °C

6: Et₃N / dioxane / 35 °C

7: 1 N aq. HCl / methanol; dioxane

8: 72 percent / DPPA, Et₃N / dimethylformamide / 6 h / 0 °C

9: 54 percent / Me₃SiI / acetonitrile / 0.25 h / 20 °C

10: 85 percent / Et₃N / methanol / 20 °C

With pyridine; hydrogenchloride; sodium hydroxide; sodium azide; trimethylsilyl iodide; diphenyl-phosphinic acid; hydrogen; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00104a022