(2S,3R)-2-(4-bromophenyl)-3-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)propan-1-ol

Base Information

Chemical Name:(2S,3R)-2-(4-bromophenyl)-3-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)propan-1-ol
CAS No.:873108-61-3
Molecular Formula:C₂₂H₃₁BrO₃Si
Molecular Weight:451.476
Hs Code.:

Synonyms:(2S,3R)-2-(4-bromophenyl)-3-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)propan-1-ol

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Chemical Property of (2S,3R)-2-(4-bromophenyl)-3-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)propan-1-ol

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Technology Process of (2S,3R)-2-(4-bromophenyl)-3-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)propan-1-ol

There total 6 articles about (2S,3R)-2-(4-bromophenyl)-3-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)propan-1-ol 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:

: 873108-65-7
(S)-2-[2-(4-bromophenyl)-2-diazoacetoxy]propionic acid ethyl ester

: 101803-60-5
tert-butyl((4-methoxybenzyl)oxy)dimethylsilane

: (2R,3S)-2-(4-bromophenyl)-3-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)propan-1-ol

: 873108-61-3
(2S,3R)-2-(4-bromophenyl)-3-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)propan-1-ol

: 2-(4-bromophenyl)-3-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)propan-1-ol

Guidance literature:: tert-butyl((4-methoxybenzyl)oxy)dimethylsilane; With rhodium (II) octanoate dimer; for 0.75h; Heating;

(S)-2-[2-(4-bromophenyl)-2-diazoacetoxy]propionic acid ethyl ester; at 20 ℃; for 4h;

With diisobutylaluminium hydride; In toluene; at 0 - 20 ℃; for 12h; Title compound not separated from byproducts;
DOI:10.1021/jo051747g

Reference yield:

: 101803-60-5
tert-butyl((4-methoxybenzyl)oxy)dimethylsilane

: 873108-61-3
(2S,3R)-2-(4-bromophenyl)-3-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)propan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.67 g / Rh₂[(S)-3,3-dimethyl-2-(phthalimid-N-yl)butanoate]4 / various solvent(s) / 20.5 h / Heating

2: diisobutylaluminum hydride

With dirhodium(II) tetrakis[(S)-N-phthaloyl-tert-leucinate]; diisobutylaluminium hydride; In various solvent(s);
DOI:10.1021/jo051747g

Reference yield:

: 124786-67-0
(S)-2-(4-Bromphenylacetoxy)-propionsaeureethylester

: 873108-61-3
(2S,3R)-2-(4-bromophenyl)-3-(tert-butyldimethylsilyloxy)-3-(4-methoxyphenyl)propan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 96 percent / para-acetaminobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 12 h / 0 - 20 °C

2.1: Rh₂(OOct)4 / various solvent(s) / 0.75 h / Heating

2.2: various solvent(s) / 4 h / 20 °C

2.3: diisobutylaluminum hydride / toluene; various solvent(s) / 12 h / 0 - 20 °C

With rhodium (II) octanoate dimer; 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;
DOI:10.1021/jo051747g