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

Base Information

Chemical Name:tert-butyl (S)-N-(1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)carbamate
CAS No.:1300035-75-9
Molecular Formula:C₃₁H₄₆BrNO₅Si
Molecular Weight:620.699
Hs Code.:

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

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Chemical Property of tert-butyl (S)-N-(1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)carbamate

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Technology Process of tert-butyl (S)-N-(1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)carbamate

There total 1 articles about tert-butyl (S)-N-(1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)carbamate 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: 90.0%

: 1300035-27-1
tert-butyl (S)-(1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)carbamate

: 86864-60-0
2-(tert-butyldimethylsilyloxy)ethyl bromide

: 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

Guidance literature:: tert-butyl (S)-(1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)carbamate; With potassium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Inert atmosphere;

2-(tert-butyldimethylsilyloxy)ethyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol200725m

Reference yield: 95.0%

: 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

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

Guidance literature:: tert-butyl (S)-N-(1-(2-bromo-5-methoxyphenyl)-3-(3-methoxyphenyl)but-3-en-2-yl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)carbamate; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With water; In tetrahydrofuran;
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