(S)-3-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)pentanedioic acid 1-allyl ester 5-tert-butyl ester

Base Information

Chemical Name:(S)-3-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)pentanedioic acid 1-allyl ester 5-tert-butyl ester
CAS No.:1424401-65-9
Molecular Formula:C₂₃H₂₉NO₇
Molecular Weight:431.486
Hs Code.:

Synonyms:(S)-3-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)pentanedioic acid 1-allyl ester 5-tert-butyl ester

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Chemical Property of (S)-3-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)pentanedioic acid 1-allyl ester 5-tert-butyl ester

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Technology Process of (S)-3-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)pentanedioic acid 1-allyl ester 5-tert-butyl ester

There total 3 articles about (S)-3-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)pentanedioic acid 1-allyl ester 5-tert-butyl 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: 81.0%

: 865704-46-7
tert-butyl 4-[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-4-oxobutanoate

: 2916-14-5
allyl chloroacetate

: 1424401-64-8
(R)-3-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)pentanedioic acid 1-allyl ester 5-tert-butyl ester

: 1424401-65-9
(S)-3-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)pentanedioic acid 1-allyl ester 5-tert-butyl ester

Guidance literature:: tert-butyl 4-[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-4-oxobutanoate; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

allyl chloroacetate; With sodium iodide; In tetrahydrofuran; at 20 ℃; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jm301346z

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 1424401-73-9
4-((R)-4-benzyl-2-oxooxazolidine-3-yl)-4-butyric acid allyl ester

: 1424401-64-8
(R)-3-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)pentanedioic acid 1-allyl ester 5-tert-butyl ester

: 1424401-65-9
(S)-3-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)pentanedioic acid 1-allyl ester 5-tert-butyl ester

Guidance literature:: 4-((R)-4-benzyl-2-oxooxazolidine-3-yl)-4-butyric acid allyl ester; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

bromoacetic acid tert-butyl ester; With sodium iodide; In tetrahydrofuran; at 20 ℃; for 0.5h; Overall yield = 61 %; Overall yield = 1.75 g; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jm301346z

Reference yield:

: 865704-45-6
4-[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-4-oxobutanoic acid

: 1424401-65-9
(S)-3-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)pentanedioic acid 1-allyl ester 5-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: phosphorus pentoxide / chloroform / 60 h / 20 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With phosphorus pentoxide; sodium hexamethyldisilazane; In tetrahydrofuran; chloroform;
DOI:10.1021/jm301346z