3-((S)-1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-5-hydroxyoxazolidin-2-one

Base Information

Chemical Name:3-((S)-1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-5-hydroxyoxazolidin-2-one
CAS No.:1300035-35-1
Molecular Formula:C₂₁H₂₂BrNO₅
Molecular Weight:448.313
Hs Code.:

Synonyms:3-((S)-1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-5-hydroxyoxazolidin-2-one

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Chemical Property of 3-((S)-1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-5-hydroxyoxazolidin-2-one

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Technology Process of 3-((S)-1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-5-hydroxyoxazolidin-2-one

There total 4 articles about 3-((S)-1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-5-hydroxyoxazolidin-2-one 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: 91.0%

: 1300035-31-7
tert-butyl (S)-N-(1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-N-(2-oxoethyl)carbamate

: 1300035-35-1
3-((S)-1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-5-hydroxyoxazolidin-2-one

Guidance literature:: tert-butyl (S)-N-(1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-N-(2-oxoethyl)carbamate; With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

With water; sodium hydrogencarbonate; In dichloromethane;
DOI:10.1021/ol200725m

Reference yield:

: 1300035-75-9
tert-butyl (S)-N-(1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)carbamate

: 1300035-35-1
3-((S)-1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-5-hydroxyoxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 1.75 h / -78 - 20 °C / Inert atmosphere

3: boron trifluoride diethyl etherate / dichloromethane / 1 h / -78 °C / Inert atmosphere

With oxalyl dichloride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 2: Swern oxidation;
DOI:10.1021/ol200725m

Reference yield:

: 1300035-77-1
tert-butyl (S)-N-(1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-N-(2-hydroxyethyl)carbamate

: 1300035-35-1
3-((S)-1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-5-hydroxyoxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 1.75 h / -78 - 20 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 1 h / -78 °C / Inert atmosphere

With oxalyl dichloride; boron trifluoride diethyl etherate; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: Swern oxidation;
DOI:10.1021/ol200725m