(+)-(S)-[(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-hydroxymethylcyclohex-1-enyl)methanol

Base Information

Chemical Name:(+)-(S)-[(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-hydroxymethylcyclohex-1-enyl)methanol
CAS No.:471270-01-6
Molecular Formula:C₃₄H₄₆O₄Si
Molecular Weight:546.822
Hs Code.:

Synonyms:(+)-(S)-[(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-hydroxymethylcyclohex-1-enyl)methanol

Suppliers and Price of (+)-(S)-[(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-hydroxymethylcyclohex-1-enyl)methanol

Supply Marketing:

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

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Chemical Property of (+)-(S)-[(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-hydroxymethylcyclohex-1-enyl)methanol

Chemical Property:

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

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Technology Process of (+)-(S)-[(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-hydroxymethylcyclohex-1-enyl)methanol

There total 16 articles about (+)-(S)-[(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-hydroxymethylcyclohex-1-enyl)methanol 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: 93.0%

: 301823-93-8
(+)-(3S)-3-[(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl]-4,5,6,7-tetrahydroisobenzofuran-1(3H)-one

: 471270-01-6
(+)-(S)-[(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-hydroxymethylcyclohex-1-enyl)methanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 0.5h;
DOI:10.1039/b202020n

Reference yield:

: 301823-94-9
(+)-(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptancarboxaldehyde

: 471270-01-6
(+)-(S)-[(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-hydroxymethylcyclohex-1-enyl)methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / CrCl₂ / NiCl₂ / dimethylformamide / 18 h / 50 °C

2: 93 percent / LiAlH₄ / diethyl ether / 0.5 h / 20 °C

With chromium dichloride; lithium aluminium tetrahydride; nickel dichloride; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/b202020n

Reference yield:

: 471269-89-3
(+)-(1R,2S,4R,5S)-[5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl]methanol

: 471270-01-6
(+)-(S)-[(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-hydroxymethylcyclohex-1-enyl)methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / SO₃*pyridine; DMSO / CH₂Cl₂ / 3 h / 20 °C

2: 64 percent / CrCl₂ / NiCl₂ / dimethylformamide / 18 h / 50 °C

3: 93 percent / LiAlH₄ / diethyl ether / 0.5 h / 20 °C

With chromium dichloride; lithium aluminium tetrahydride; pyridine-SO₃ complex; dimethyl sulfoxide; nickel dichloride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b202020n