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

Base Information

Chemical Name:rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfone
CAS No.:100572-47-2
Molecular Formula:C₂₆H₃₈O₄SSi
Molecular Weight:474.737
Hs Code.:

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

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

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfone

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

There total 6 articles about rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfone 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: 83.0%

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

: 100572-47-2
rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfone

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo00356a021

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

: 100572-47-2
rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfone

Guidance literature:: Multi-step reaction with 5 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

5: 83 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1 h / 0 °C

With dmap; tributylphosphine; Bio-Rad 50W-X₈ cation exchange resin; tert.-butyl lithium; triethylamine; 3-chloro-benzenecarboperoxoic acid; 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

: 100572-47-2
rel-(2R,3R)-4-<(tert-butyldimethylsilyl)oxy>-3-(benzyloxy)-2-isopropenylbutyl phenyl sulfone

Guidance literature:: Multi-step reaction with 6 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

6: 83 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1 h / 0 °C

With dmap; tributylphosphine; Bio-Rad 50W-X₈ cation exchange resin; tert.-butyl lithium; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1021/jo00356a021