rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfide

Base Information

Chemical Name:rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfide
CAS No.:100572-46-1
Molecular Formula:C₂₆H₃₈O₂SSi
Molecular Weight:442.738
Hs Code.:

Synonyms:rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfide

Suppliers and Price of rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfide

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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 rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfide

Chemical Property:

Purity/Quality:: 99% ，98% ^*data from raw suppliers

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Technology Process of rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfide

There total 5 articles about rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfide 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:

: 100229-51-4,100758-70-1
(S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-methyl-but-3-en-1-ol

: 100572-46-1
rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfide

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / n-Bu₃P / tetrahydrofuran / 18 h / 0 - 25 °C

2: 89 percent / Bio-Rad 50W-X₈ cation exchange resin / methanol / 18 h / 25 °C

3: 97 percent / 4-(N,N-dimethylamino)pyridine, Et₃N / CH₂Cl₂ / 18 h / 0 - 25 °C

4: 1.) tert-BuLi / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, HMPA, from -78 deg C to RT, 75 min

With dmap; tributylphosphine; Bio-Rad 50W-X₈ cation exchange resin; tert.-butyl lithium; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00356a021

Reference yield:

: 100572-42-7
rel-(5R,6S)-2,2-dimethyl-5-hydroxy-6-isopropenyl-1,3-dioxepane

: 100572-46-1
rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfide

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / p-TsOH / acetone / 25 °C

2: 87 percent / n-Bu₃P / tetrahydrofuran / 18 h / 0 - 25 °C

3: 89 percent / Bio-Rad 50W-X₈ cation exchange resin / methanol / 18 h / 25 °C

4: 97 percent / 4-(N,N-dimethylamino)pyridine, Et₃N / CH₂Cl₂ / 18 h / 0 - 25 °C

5: 1.) tert-BuLi / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, HMPA, from -78 deg C to RT, 75 min

With dmap; tributylphosphine; Bio-Rad 50W-X₈ cation exchange resin; tert.-butyl lithium; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1021/jo00356a021

Reference yield:

: 100572-44-9
rel-(2R,3R)-3-isopropenyl-4-(phenylthio)-1,2-butanediol

: 100572-46-1
rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfide

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / 4-(N,N-dimethylamino)pyridine, Et₃N / CH₂Cl₂ / 18 h / 0 - 25 °C

2: 1.) tert-BuLi / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, HMPA, from -78 deg C to RT, 75 min

With dmap; tert.-butyl lithium; triethylamine; In dichloromethane;
DOI:10.1021/jo00356a021