(1S,2S)-1-[3,5-bis(tert-butyldimethylsilyloxy)phenyl]-2-methylbut-3-en-1-ol

Base Information

Chemical Name:(1S,2S)-1-[3,5-bis(tert-butyldimethylsilyloxy)phenyl]-2-methylbut-3-en-1-ol
CAS No.:671798-72-4
Molecular Formula:C₂₃H₄₂O₃Si₂
Molecular Weight:422.756
Hs Code.:

Synonyms:(1S,2S)-1-[3,5-bis(tert-butyldimethylsilyloxy)phenyl]-2-methylbut-3-en-1-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2S)-1-[3,5-bis(tert-butyldimethylsilyloxy)phenyl]-2-methylbut-3-en-1-ol

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Technology Process of (1S,2S)-1-[3,5-bis(tert-butyldimethylsilyloxy)phenyl]-2-methylbut-3-en-1-ol

There total 5 articles about (1S,2S)-1-[3,5-bis(tert-butyldimethylsilyloxy)phenyl]-2-methylbut-3-en-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: 98.0%

: 21969-32-4
crotylmagnesium chloride

: 187803-40-3
3,5-bis(tert-butyldimethylsilyloxy)benzaldehyde

: 671798-72-4
(1S,2S)-1-[3,5-bis(tert-butyldimethylsilyloxy)phenyl]-2-methylbut-3-en-1-ol

Guidance literature:: crotylmagnesium chloride; With cyclopentadienyl titanium(IV) trichloride; (S,S)-taddol; In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; for 3.5h;

3,5-bis(tert-butyldimethylsilyloxy)benzaldehyde; In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h;
DOI:10.1021/ol036339i

Reference yield: 93.0%

: (R,R)-trans EZ-CrotylMix

: 187803-40-3
3,5-bis(tert-butyldimethylsilyloxy)benzaldehyde

: 671798-72-4
(1S,2S)-1-[3,5-bis(tert-butyldimethylsilyloxy)phenyl]-2-methylbut-3-en-1-ol

Guidance literature:: In dichloromethane; for 0.5h; enantioselective reaction;
DOI:10.3762/bjoc.9.282

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 671798-72-4
(1S,2S)-1-[3,5-bis(tert-butyldimethylsilyloxy)phenyl]-2-methylbut-3-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / dichloromethane / 20 °C

2: pyrrolidine; potassium tert-butylate / tert-butyl methyl ether; tetrahydrofuran / 3 h / 10 °C

3: dichloromethane / 0.5 h

With pyrrolidine; 1H-imidazole; potassium tert-butylate; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether;
DOI:10.3762/bjoc.9.282