(1R,2S,4R,5S)-tert-butyl{6,6-dimethyl-4-[(2R*)-tetrahydropyran-2-yloxymethyl]-5-vinyl-7-oxabicyclo[2.2.1]heptan-2-yloxy}diphenylsilane

Base Information

Chemical Name:(1R,2S,4R,5S)-tert-butyl{6,6-dimethyl-4-[(2R*)-tetrahydropyran-2-yloxymethyl]-5-vinyl-7-oxabicyclo[2.2.1]heptan-2-yloxy}diphenylsilane
CAS No.:471269-82-6
Molecular Formula:C₃₂H₄₄O₄Si
Molecular Weight:520.784
Hs Code.:

Synonyms:(1R,2S,4R,5S)-tert-butyl{6,6-dimethyl-4-[(2R*)-tetrahydropyran-2-yloxymethyl]-5-vinyl-7-oxabicyclo[2.2.1]heptan-2-yloxy}diphenylsilane

Suppliers and Price of (1R,2S,4R,5S)-tert-butyl{6,6-dimethyl-4-[(2R*)-tetrahydropyran-2-yloxymethyl]-5-vinyl-7-oxabicyclo[2.2.1]heptan-2-yloxy}diphenylsilane

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 (1R,2S,4R,5S)-tert-butyl{6,6-dimethyl-4-[(2R*)-tetrahydropyran-2-yloxymethyl]-5-vinyl-7-oxabicyclo[2.2.1]heptan-2-yloxy}diphenylsilane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R,2S,4R,5S)-tert-butyl{6,6-dimethyl-4-[(2R*)-tetrahydropyran-2-yloxymethyl]-5-vinyl-7-oxabicyclo[2.2.1]heptan-2-yloxy}diphenylsilane

There total 18 articles about (1R,2S,4R,5S)-tert-butyl{6,6-dimethyl-4-[(2R*)-tetrahydropyran-2-yloxymethyl]-5-vinyl-7-oxabicyclo[2.2.1]heptan-2-yloxy}diphenylsilane 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: 89.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 471269-88-2
(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-1-[(2R*)-tetrahydropyran-2-yloxymethyl]-7-oxabicyclo[2.2.1]heptane-2-carbaldehyde

: 471269-82-6
(1R,2S,4R,5S)-tert-butyl{6,6-dimethyl-4-[(2R*)-tetrahydropyran-2-yloxymethyl]-5-vinyl-7-oxabicyclo[2.2.1]heptan-2-yloxy}diphenylsilane

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-1-[(2R*)-tetrahydropyran-2-yloxymethyl]-7-oxabicyclo[2.2.1]heptane-2-carbaldehyde; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1039/b202020n

Reference yield:

: 470690-19-8
(1R,2S,4S)-1-hydroxymethyl-3,3-dimethyl-7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester

: 471269-82-6
(1R,2S,4R,5S)-tert-butyl{6,6-dimethyl-4-[(2R*)-tetrahydropyran-2-yloxymethyl]-5-vinyl-7-oxabicyclo[2.2.1]heptan-2-yloxy}diphenylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / p-TsOH*H₂O / 16 h / 20 °C

2.1: disiamylborane / tetrahydrofuran / 16 h / -20 °C

2.2: 76 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 3 h

3.1: 89 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

4.1: 95 percent / LiAlH₄ / diethyl ether / 0.25 h / 20 °C

5.1: 88 percent / NMO / TPAP / acetone / 2 h

6.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 °C

6.2: 89 percent / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; N-methyl-2-indolinone; bis-(1,2-dimethylpropyl)borane; toluene-4-sulfonic acid; tetrapropylammonium perruthennate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetone; 6.2: Wittig olefination;
DOI:10.1039/b202020n

Reference yield:

: 471269-87-1
(1R,2S,4R,5S)-5-{(tert-butyldiphenylsilyloxy)-3,3-dimethyl-1-[(2R*)-tetrahydropyran-2-yloxymethyl]-7-oxabicyclo[2.2.1]heptane-2-yl}methanol

: 471269-82-6
(1R,2S,4R,5S)-tert-butyl{6,6-dimethyl-4-[(2R*)-tetrahydropyran-2-yloxymethyl]-5-vinyl-7-oxabicyclo[2.2.1]heptan-2-yloxy}diphenylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 88 percent / NMO / TPAP / acetone / 2 h

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 °C

2.2: 89 percent / tetrahydrofuran / 2 h / 20 °C

With n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; In tetrahydrofuran; hexane; acetone; 2.2: Wittig olefination;
DOI:10.1039/b202020n