(-)-(S)-acetic acid [(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-formylcyclohex-1-enyl)methyl ester

Base Information

Chemical Name:(-)-(S)-acetic acid [(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-formylcyclohex-1-enyl)methyl ester
CAS No.:471270-09-4
Molecular Formula:C₃₆H₄₆O₅Si
Molecular Weight:586.844
Hs Code.:

(-)-(S)-acetic acid [(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-formylcyclohex-1-enyl)methyl ester

Synonyms:(-)-(S)-acetic acid [(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-formylcyclohex-1-enyl)methyl ester

Suppliers and Price of (-)-(S)-acetic acid [(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-formylcyclohex-1-enyl)methyl ester

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 (-)-(S)-acetic acid [(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-formylcyclohex-1-enyl)methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (-)-(S)-acetic acid [(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-formylcyclohex-1-enyl)methyl ester

There total 20 articles about (-)-(S)-acetic acid [(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-formylcyclohex-1-enyl)methyl ester 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: 97.0%

: 471270-03-8
(S)-acetic acid [(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-hydroxymethylcyclohex-1-enyl)methyl ester

: 471270-09-4
(-)-(S)-acetic acid [(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-formylcyclohex-1-enyl)methyl ester

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; In acetone; for 2h;
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

: 471270-09-4
(-)-(S)-acetic acid [(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-formylcyclohex-1-enyl)methyl ester

Guidance literature:: Multi-step reaction with 6 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

4: 92 percent / pyridine / 16 h / 20 °C

5: 100 percent / CSA / 2 h / 0 °C

6: 97 percent / NMO / TPAP / acetone / 2 h

With pyridine; 1H-imidazole; chromium dichloride; lithium aluminium tetrahydride; N-methyl-2-indolinone; camphor-10-sulfonic acid; tetrapropylammonium perruthennate; nickel dichloride; In diethyl ether; N,N-dimethyl-formamide; acetone;
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

: 471270-09-4
(-)-(S)-acetic acid [(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptan-1-yl](2-formylcyclohex-1-enyl)methyl ester

Guidance literature:: Multi-step reaction with 7 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

5: 92 percent / pyridine / 16 h / 20 °C

6: 100 percent / CSA / 2 h / 0 °C

7: 97 percent / NMO / TPAP / acetone / 2 h

With pyridine; 1H-imidazole; chromium dichloride; lithium aluminium tetrahydride; N-methyl-2-indolinone; pyridine-SO₃ complex; camphor-10-sulfonic acid; dimethyl sulfoxide; tetrapropylammonium perruthennate; nickel dichloride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1039/b202020n