(3S,3aR,4S,6S,6aS,8S,9R,9aR,9bS)-8-(tert-Butyl-diphenyl-silanyloxy)-3,3a-dihydroxy-4,6-bis-methoxymethoxy-3,6,9-trimethyl-decahydro-azuleno[4,5-b]furan-2-one

Base Information

Chemical Name:(3S,3aR,4S,6S,6aS,8S,9R,9aR,9bS)-8-(tert-Butyl-diphenyl-silanyloxy)-3,3a-dihydroxy-4,6-bis-methoxymethoxy-3,6,9-trimethyl-decahydro-azuleno[4,5-b]furan-2-one
CAS No.:663605-99-0
Molecular Formula:C₃₅H₅₀O₉Si
Molecular Weight:642.862
Hs Code.:

(3S,3aR,4S,6S,6aS,8S,9R,9aR,9bS)-8-(tert-Butyl-diphenyl-silanyloxy)-3,3a-dihydroxy-4,6-bis-methoxymethoxy-3,6,9-trimethyl-decahydro-azuleno[4,5-b]furan-2-one

Synonyms:(3S,3aR,4S,6S,6aS,8S,9R,9aR,9bS)-8-(tert-Butyl-diphenyl-silanyloxy)-3,3a-dihydroxy-4,6-bis-methoxymethoxy-3,6,9-trimethyl-decahydro-azuleno[4,5-b]furan-2-one

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Chemical Property of (3S,3aR,4S,6S,6aS,8S,9R,9aR,9bS)-8-(tert-Butyl-diphenyl-silanyloxy)-3,3a-dihydroxy-4,6-bis-methoxymethoxy-3,6,9-trimethyl-decahydro-azuleno[4,5-b]furan-2-one

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Technology Process of (3S,3aR,4S,6S,6aS,8S,9R,9aR,9bS)-8-(tert-Butyl-diphenyl-silanyloxy)-3,3a-dihydroxy-4,6-bis-methoxymethoxy-3,6,9-trimethyl-decahydro-azuleno[4,5-b]furan-2-one

There total 26 articles about (3S,3aR,4S,6S,6aS,8S,9R,9aR,9bS)-8-(tert-Butyl-diphenyl-silanyloxy)-3,3a-dihydroxy-4,6-bis-methoxymethoxy-3,6,9-trimethyl-decahydro-azuleno[4,5-b]furan-2-one 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: 74.0%

: 663605-98-9
(2S,3R,3aR,4S,5S,6S,8S,8aS)-2-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-1,2-dihydroxy-1-methyl-ethyl)-6,8-bis-methoxymethoxy-3,8-dimethyl-decahydro-azulene-4,5-diol

: 663605-99-0
(3S,3aR,4S,6S,6aS,8S,9R,9aR,9bS)-8-(tert-Butyl-diphenyl-silanyloxy)-3,3a-dihydroxy-4,6-bis-methoxymethoxy-3,6,9-trimethyl-decahydro-azuleno[4,5-b]furan-2-one

Guidance literature:: With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In acetonitrile; at 20 ℃; for 1.5h;
DOI:10.1002/chem.200700302

Reference yield:

: 663605-95-6
(1R,2S,3aS,4S,6S,8S,8aR)-2-(tert-Butyl-diphenyl-silanyloxy)-7-[2-hydroxy-1-methyl-eth-(E)-ylidene]-4-methoxymethoxy-1,4-dimethyl-8-triethylsilanyloxy-decahydro-azulen-6-ol

: 663605-99-0
(3S,3aR,4S,6S,6aS,8S,9R,9aR,9bS)-8-(tert-Butyl-diphenyl-silanyloxy)-3,3a-dihydroxy-4,6-bis-methoxymethoxy-3,6,9-trimethyl-decahydro-azuleno[4,5-b]furan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 2,6-dimethylpyridine; dmap / dichloromethane / 3 h / 20 °C

2: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C

3: Quinuclidine; osmium(VIII) oxide; potassium carbonate / potassium hexacyanoperferrate; methanesulfonamide / water; tert-butyl alcohol / 240 h / 20 °C

4: potassium carbonate / methanol / 1 h / 20 °C

5: tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide / acetonitrile / 1.5 h / 20 °C

With Quinuclidine; 2,6-dimethylpyridine; dmap; osmium(VIII) oxide; tetrapropylammonium perruthennate; 4 A molecular sieve; potassium carbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; potassium hexacyanoperferrate; methanesulfonamide; In methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1002/chem.200700302

Reference yield:

: 663606-12-0
Acetic acid 2-[(2S,3R,3aR,4S,6S,8S,8aS)-2-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-8-methoxymethoxy-3,8-dimethyl-4-triethylsilanyloxy-octahydro-azulen-(5E)-ylidene]-propyl ester

: 663605-99-0
(3S,3aR,4S,6S,6aS,8S,9R,9aR,9bS)-8-(tert-Butyl-diphenyl-silanyloxy)-3,3a-dihydroxy-4,6-bis-methoxymethoxy-3,6,9-trimethyl-decahydro-azuleno[4,5-b]furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C

2: Quinuclidine; osmium(VIII) oxide; potassium carbonate / potassium hexacyanoperferrate; methanesulfonamide / water; tert-butyl alcohol / 240 h / 20 °C

3: potassium carbonate / methanol / 1 h / 20 °C

4: tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide / acetonitrile / 1.5 h / 20 °C

With Quinuclidine; dmap; osmium(VIII) oxide; tetrapropylammonium perruthennate; 4 A molecular sieve; potassium carbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; potassium hexacyanoperferrate; methanesulfonamide; In methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1002/chem.200700302