(Z)-(3S,4S,5R)-8-Benzyloxymethoxy-3,5-dimethyl-4-(tetrahydro-pyran-2-yloxy)-6-trimethylsilanyl-oct-6-en-1-ol

Base Information

Chemical Name:(Z)-(3S,4S,5R)-8-Benzyloxymethoxy-3,5-dimethyl-4-(tetrahydro-pyran-2-yloxy)-6-trimethylsilanyl-oct-6-en-1-ol
CAS No.:103563-67-3
Molecular Formula:C₂₆H₄₄O₅Si
Molecular Weight:464.718
Hs Code.:

Synonyms:(Z)-(3S,4S,5R)-8-Benzyloxymethoxy-3,5-dimethyl-4-(tetrahydro-pyran-2-yloxy)-6-trimethylsilanyl-oct-6-en-1-ol

Suppliers and Price of (Z)-(3S,4S,5R)-8-Benzyloxymethoxy-3,5-dimethyl-4-(tetrahydro-pyran-2-yloxy)-6-trimethylsilanyl-oct-6-en-1-ol

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 (Z)-(3S,4S,5R)-8-Benzyloxymethoxy-3,5-dimethyl-4-(tetrahydro-pyran-2-yloxy)-6-trimethylsilanyl-oct-6-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (Z)-(3S,4S,5R)-8-Benzyloxymethoxy-3,5-dimethyl-4-(tetrahydro-pyran-2-yloxy)-6-trimethylsilanyl-oct-6-en-1-ol

There total 10 articles about (Z)-(3S,4S,5R)-8-Benzyloxymethoxy-3,5-dimethyl-4-(tetrahydro-pyran-2-yloxy)-6-trimethylsilanyl-oct-6-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: 99.0%

: 103590-67-6
[(2R,3S,4S)-1-[2-Benzyloxymethoxy-eth-(Z)-ylidene]-2,4-dimethyl-3-(tetrahydro-pyran-2-yloxy)-hex-5-enyl]-trimethyl-silane

: 103563-67-3
(Z)-(3S,4S,5R)-8-Benzyloxymethoxy-3,5-dimethyl-4-(tetrahydro-pyran-2-yloxy)-6-trimethylsilanyl-oct-6-en-1-ol

Guidance literature:: With bis(cyclohexanyl)borane;
DOI:10.1016/S0040-4039(00)89230-8

Reference yield:

: 103563-37-7
(3S,4S,5R)-(Z)-8-<(benzyloxy)methoxy>-3,5-dimethyl-3-(trimethylsilyl)-1,6-octadien-4-ol

: 103563-67-3
(Z)-(3S,4S,5R)-8-Benzyloxymethoxy-3,5-dimethyl-4-(tetrahydro-pyran-2-yloxy)-6-trimethylsilanyl-oct-6-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / PPTS / CH₂Cl₂ / Ambient temperature

2: 1.) dicyclohexyl borane, 2.) H₂O₂ / 1.) THF, 0 deg C

With bis(cyclohexanyl)borane; dihydrogen peroxide; pyridinium p-toluenesulfonate; In dichloromethane;
DOI:10.1021/ja00277a028

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 103563-67-3
(Z)-(3S,4S,5R)-8-Benzyloxymethoxy-3,5-dimethyl-4-(tetrahydro-pyran-2-yloxy)-6-trimethylsilanyl-oct-6-en-1-ol

Guidance literature:: Multi-step reaction with 10 steps

1: NaH

2: EtMgBr

3: DIBAL, Br₂

4: 92 percent / n-BuLi / tetrahydrofuran; diethyl ether; hexane / 0.5 h

5: Et₃N / CH₂Cl₂ / 0.33 h / -45 °C

6: DIBAL, Et₃Al / CH₂Cl₂ / 2 h / -78 - -20 °C

7: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 0.5 h / -78 - 0 °C

8: CrCl₂ / tetrahydrofuran / 0 °C

9: 94 percent / PPTS / CH₂Cl₂ / Ambient temperature

10: 1.) dicyclohexyl borane, 2.) H₂O₂ / 1.) THF, 0 deg C

With chromium dichloride; n-butyllithium; oxalyl dichloride; bis(cyclohexanyl)borane; ethylmagnesium bromide; dihydrogen peroxide; bromine; triethylaluminum; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ja00277a028