(+)-(2R,3R,6R,E)-1-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-2,6-dimethylhept-4-en-3-ol

Base Information

Chemical Name:(+)-(2R,3R,6R,E)-1-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-2,6-dimethylhept-4-en-3-ol
CAS No.:1370254-25-3
Molecular Formula:C₂₂H₃₈O₃Si
Molecular Weight:378.627
Hs Code.:

Synonyms:(+)-(2R,3R,6R,E)-1-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-2,6-dimethylhept-4-en-3-ol

Suppliers and Price of (+)-(2R,3R,6R,E)-1-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-2,6-dimethylhept-4-en-3-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 (+)-(2R,3R,6R,E)-1-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-2,6-dimethylhept-4-en-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (+)-(2R,3R,6R,E)-1-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-2,6-dimethylhept-4-en-3-ol

There total 4 articles about (+)-(2R,3R,6R,E)-1-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-2,6-dimethylhept-4-en-3-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:

: 1370254-21-9
(+)-(2R,6R,E)-1-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-2,6-dimethylhept-4-en-3-one

: 1370254-24-2
(-)-(2R,3S,6R,E)-1-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-2,6-dimethylhept-4-en-3-ol

: 1370254-25-3
(+)-(2R,3R,6R,E)-1-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-2,6-dimethylhept-4-en-3-ol

Guidance literature:: (+)-(2R,6R,E)-1-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-2,6-dimethylhept-4-en-3-one; With (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; toluene; at -40 ℃; for 1h; Inert atmosphere;

With borane-THF; In tetrahydrofuran; toluene; at -40 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1055/s-0031-1289661

Reference yield:

: 1370254-18-4
dimethyl (-)-(R)-4-(benzyloxy)-3-methyl-2-oxobutylphosphonate

: 1370254-25-3
(+)-(2R,3R,6R,E)-1-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-2,6-dimethylhept-4-en-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hydroxide monohydrate / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

1.2: 18 h / 20 °C / Inert atmosphere

2.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 1 h / -40 °C / Inert atmosphere

2.2: -40 °C / Inert atmosphere

With lithium hydroxide monohydrate; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; toluene; 1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1055/s-0031-1289661

Reference yield:

: 56850-58-9,59965-24-1,74924-27-9,112068-34-5
methyl (2R)-3-(benzyloxy)-2-methylpropanoate

: 1370254-25-3
(+)-(2R,3R,6R,E)-1-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-2,6-dimethylhept-4-en-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 0.25 h / -78 °C / Inert atmosphere

2.1: lithium hydroxide monohydrate / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

2.2: 18 h / 20 °C / Inert atmosphere

3.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 1 h / -40 °C / Inert atmosphere

3.2: -40 °C / Inert atmosphere

With n-butyllithium; lithium hydroxide monohydrate; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; hexane; toluene; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1055/s-0031-1289661