(2S,3S,4R,5S)-1-O-((tert-butyldiphenyl)silyl)-4,5-O-isopropylidene-2-methyl-3-vinylhexane-1,4,5-triol

Base Information

Chemical Name:(2S,3S,4R,5S)-1-O-((tert-butyldiphenyl)silyl)-4,5-O-isopropylidene-2-methyl-3-vinylhexane-1,4,5-triol
CAS No.:133604-15-6
Molecular Formula:C₂₈H₄₀O₃Si
Molecular Weight:452.709
Hs Code.:

Synonyms:(2S,3S,4R,5S)-1-O-((tert-butyldiphenyl)silyl)-4,5-O-isopropylidene-2-methyl-3-vinylhexane-1,4,5-triol

Suppliers and Price of (2S,3S,4R,5S)-1-O-((tert-butyldiphenyl)silyl)-4,5-O-isopropylidene-2-methyl-3-vinylhexane-1,4,5-triol

Supply Marketing:

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

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Chemical Property of (2S,3S,4R,5S)-1-O-((tert-butyldiphenyl)silyl)-4,5-O-isopropylidene-2-methyl-3-vinylhexane-1,4,5-triol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S,3S,4R,5S)-1-O-((tert-butyldiphenyl)silyl)-4,5-O-isopropylidene-2-methyl-3-vinylhexane-1,4,5-triol

There total 6 articles about (2S,3S,4R,5S)-1-O-((tert-butyldiphenyl)silyl)-4,5-O-isopropylidene-2-methyl-3-vinylhexane-1,4,5-triol 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%

: 133604-12-3
(2S,3S,4R,5S)-1-O-((tert-butyldiphenyl)silyl)-2-methyl-3-vinylhexane-1,4,5-triol

: 77-76-9
2,2-dimethoxy-propane

: 133604-15-6
(2S,3S,4R,5S)-1-O-((tert-butyldiphenyl)silyl)-4,5-O-isopropylidene-2-methyl-3-vinylhexane-1,4,5-triol

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 22 ℃; for 1h;
DOI:10.1021/ja00011a025

Reference yield:

: 127665-68-3
(4S)-5-(tert-butyldiphenylsilyloxy)-4-methyl-2-penten-1-ol

: 133604-15-6
(2S,3S,4R,5S)-1-O-((tert-butyldiphenyl)silyl)-4,5-O-isopropylidene-2-methyl-3-vinylhexane-1,4,5-triol

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / PBr₃ / diethyl ether / 2 h / 22 °C

2: 62 percent / CrCl₃, LiAlH₄ / tetrahydrofuran / 36 h / 0 °C

3: 54 percent / p-TsOH / methanol / 24 h / 22 °C

4: 98 percent / p-TsOH / CH₂Cl₂ / 1 h / 22 °C

With chromium chloride; lithium aluminium tetrahydride; phosphorus tribromide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/ja00011a025

Reference yield:

: 91751-24-5,92817-88-4,123284-89-9,112897-04-8
(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal

: 133604-15-6
(2S,3S,4R,5S)-1-O-((tert-butyldiphenyl)silyl)-4,5-O-isopropylidene-2-methyl-3-vinylhexane-1,4,5-triol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH / 1.) THF, RT, 2 h, 2.) RT, 24 h

2: 80 percent / DIBAH / diethyl ether; toluene / 4 h / -5 °C

3: 98 percent / PBr₃ / diethyl ether / 2 h / 22 °C

4: 62 percent / CrCl₃, LiAlH₄ / tetrahydrofuran / 36 h / 0 °C

5: 54 percent / p-TsOH / methanol / 24 h / 22 °C

6: 98 percent / p-TsOH / CH₂Cl₂ / 1 h / 22 °C

With chromium chloride; lithium aluminium tetrahydride; phosphorus tribromide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ja00011a025