(2S,3S,4S)-3-(tert-butyldimethylsiloxy)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentanol

Base Information

Chemical Name:(2S,3S,4S)-3-(tert-butyldimethylsiloxy)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentanol
CAS No.:475051-58-2
Molecular Formula:C₂₉H₄₈O₃Si₂
Molecular Weight:500.869
Hs Code.:

Synonyms:(2S,3S,4S)-3-(tert-butyldimethylsiloxy)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentanol

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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 (2S,3S,4S)-3-(tert-butyldimethylsiloxy)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentanol

Chemical Property:

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Technology Process of (2S,3S,4S)-3-(tert-butyldimethylsiloxy)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentanol

There total 16 articles about (2S,3S,4S)-3-(tert-butyldimethylsiloxy)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentanol 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%

: 475051-46-8
(2S,3S,4S)-1-(tert-butyldiphenylsiloxy)-3,5-di-(tert-butyldimethylsiloxy)-2,4-dimethylpentane

: 475051-58-2
(2S,3S,4S)-3-(tert-butyldimethylsiloxy)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentanol

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 20h;
DOI:10.1016/S0040-4039(02)01389-8

Reference yield: 87.0%

: 625109-64-0
ethyl (2R,3R,4S)-3-(tert-butyldimethylsiloxy)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentanoate

: 475051-58-2
(2S,3S,4S)-3-(tert-butyldimethylsiloxy)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentanol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 2h;
DOI:10.1021/jo034901c

Reference yield:

: 374896-36-3
ethyl (2R,3S,4S)-2-bromo-5-(tert-butyldimethylsiloxy)-3-hydroxy-2,4-dimethylpentanoate

: 475051-58-2
(2S,3S,4S)-3-(tert-butyldimethylsiloxy)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentanol

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / Mg; ethelene dibromide; Bu₃SnH / Et₃B / CH₂Cl₂; diethyl ether / 2 h / 0 °C

2: 87 percent / 2,6-lutidine / 1 h / 20 °C

3: 80 percent / DIBALH / CH₂Cl₂ / 3 h / -78 °C

4: 92 percent / imidazole / CH₂Cl₂ / 1 h / 20 °C

5: 90 percent / pyridinium p-toluenesulfonate / methanol / 20 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; magnesium; ethylene dibromide; triethyl borane; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo034901c