(2R,4S)-4-Benzyl-2-tert-butyl-4-(2-hydroxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid allyl ester

Base Information

• Chemical Name: (2R,4S)-4-Benzyl-2-tert-butyl-4-(2-hydroxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid allyl ester
• CAS No.: 160978-20-1
• Molecular Formula: C₂₀H₂₇NO₅
• Molecular Weight: 361.438

Synonyms:(2R,4S)-4-Benzyl-2-tert-butyl-4-(2-hydroxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid allyl ester

Chemical Property of (2R,4S)-4-Benzyl-2-tert-butyl-4-(2-hydroxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid allyl ester

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Technology Process of (2R,4S)-4-Benzyl-2-tert-butyl-4-(2-hydroxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid allyl ester

There total 1 articles about (2R,4S)-4-Benzyl-2-tert-butyl-4-(2-hydroxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid allyl 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: 69.0%

oxirane (75-21-8,99932-75-9) + (2R,4R)-4-Benzyl-2-tert-butyl-5-oxo-oxazolidine-3-carboxylic acid allyl ester (147240-29-7) → (2R,4S)-4-Benzyl-2-tert-butyl-4-(2-hydroxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid allyl ester (160978-20-1)

Guidance literature:

With diethylaluminium chloride; potassium hexamethylsilazane; In toluene; at -78 ℃; for 1.75h;

DOI:10.1016/0040-4039(94)88404-8

Reference yield: 89.0%

2-Methoxyethoxymethyl chloride (3970-21-6) + (2R,4S)-4-Benzyl-2-tert-butyl-4-(2-hydroxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid allyl ester (160978-20-1) → (2R,4S)-4-Benzyl-2-tert-butyl-4-[2-(2-methoxy-ethoxymethoxy)-ethyl]-5-oxo-oxazolidine-3-carboxylic acid allyl ester (173092-06-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 19h; Ambient temperature;

DOI:10.1021/ja00150a011

Reference yield: 89.0%

chloromethyl methyl ether (107-30-2) + (2R,4S)-4-Benzyl-2-tert-butyl-4-(2-hydroxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid allyl ester (160978-20-1) → (2R,4S)-4-Benzyl-2-tert-butyl-4-(2-methoxymethoxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid allyl ester

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/0040-4039(94)88404-8

upstream raw materials:

oxirane

(2R,4R)-4-Benzyl-2-tert-butyl-5-oxo-oxazolidine-3-carboxylic acid allyl ester

Downstream raw materials:

(2R,4S)-4-Benzyl-2-tert-butyl-4-[2-(2-methoxy-ethoxymethoxy)-ethyl]-5-oxo-oxazolidine-3-carboxylic acid allyl ester

(S)-2-Allyloxycarbonylamino-2-benzyl-4-(2-methoxy-ethoxymethoxy)-butyric acid methyl ester

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