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

Base Information

Chemical Name:(+)-(S)-[2-(tert-butyldimethylsilyloxymethyl)cyclohex-1-enyl][(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl]methanol
CAS No.:471270-02-7
Molecular Formula:C₄₀H₆₀O₄Si₂
Molecular Weight:661.085
Hs Code.:

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

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

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

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

There total 17 articles about (+)-(S)-[2-(tert-butyldimethylsilyloxymethyl)cyclohex-1-enyl][(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl]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: 89.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 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

: 471270-02-7
(+)-(S)-[2-(tert-butyldimethylsilyloxymethyl)cyclohex-1-enyl][(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl]methanol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
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

: 471270-02-7
(+)-(S)-[2-(tert-butyldimethylsilyloxymethyl)cyclohex-1-enyl][(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl]methanol

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 89 percent / imidazole / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; 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

: 471270-02-7
(+)-(S)-[2-(tert-butyldimethylsilyloxymethyl)cyclohex-1-enyl][(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl]methanol

Guidance literature:: Multi-step reaction with 4 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

4: 89 percent / imidazole / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; chromium dichloride; lithium aluminium tetrahydride; pyridine-SO₃ complex; dimethyl sulfoxide; nickel dichloride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b202020n