Carbonic acid tert-butyl ester 3,5-dimethyl-4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-phenyl ester

Base Information

Chemical Name:Carbonic acid tert-butyl ester 3,5-dimethyl-4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-phenyl ester
CAS No.:779358-69-9
Molecular Formula:C₂₅H₂₇NO₆
Molecular Weight:437.492
Hs Code.:

Synonyms:Carbonic acid tert-butyl ester 3,5-dimethyl-4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-phenyl ester

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Chemical Property of Carbonic acid tert-butyl ester 3,5-dimethyl-4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-phenyl ester

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Technology Process of Carbonic acid tert-butyl ester 3,5-dimethyl-4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-phenyl ester

There total 2 articles about Carbonic acid tert-butyl ester 3,5-dimethyl-4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-phenyl 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: 70.0%

: 99395-88-7,7480-32-2
(S)-4-phenyl-2-oxazolidinone

: 779358-68-8
3-(4-tert-butoxycarbonyloxy-2,6-dimethyl-phenyl)-acrylic acid

: 779358-69-9
Carbonic acid tert-butyl ester 3,5-dimethyl-4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-phenyl ester

Guidance literature:: 3-(4-tert-butoxycarbonyloxy-2,6-dimethyl-phenyl)-acrylic acid; With pivaloyl chloride; triethylamine; In tetrahydrofuran; at -78 - 0 ℃;

(S)-4-phenyl-2-oxazolidinone; With n-butyllithium; In tetrahydrofuran; at -78 - 0 ℃;
DOI:10.1016/j.bmcl.2004.06.077

Reference yield:

: 332186-71-7
Methyl (E)-3-(4-tert-butoxycarbonyloxy-2,6-dimethylphenyl)-2-propenoate

: 779358-69-9
Carbonic acid tert-butyl ester 3,5-dimethyl-4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 81 percent / aq. NaOH / tetrahydrofuran

2.1: PvCl; Et₃N / tetrahydrofuran / -78 - 0 °C

2.2: 70 percent / n-BuLi / tetrahydrofuran / -78 - 0 °C

With sodium hydroxide; pivaloyl chloride; triethylamine; In tetrahydrofuran;
DOI:10.1016/j.bmcl.2004.06.077

Reference yield: 55.0%

: 75-16-1
methylmagnesium bromide

: 779358-69-9
Carbonic acid tert-butyl ester 3,5-dimethyl-4-[(E)-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propenyl]-phenyl ester

: 779358-70-2
Carbonic acid tert-butyl ester 3,5-dimethyl-4-[(S)-1-methyl-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propyl]-phenyl ester

: Carbonic acid tert-butyl ester 3,5-dimethyl-4-[(R)-1-methyl-3-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propyl]-phenyl ester

Guidance literature:: With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; diethyl ether; at 0 ℃;
DOI:10.1016/j.bmcl.2004.06.077