(1S,4aR,5S,6R,8R,9S,10R,10aS)-5,9-Bis-benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7,7,10a-trimethyl-4-methylene-dodecahydro-benzocyclooctene-1,10-diol

Base Information

Chemical Name:(1S,4aR,5S,6R,8R,9S,10R,10aS)-5,9-Bis-benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7,7,10a-trimethyl-4-methylene-dodecahydro-benzocyclooctene-1,10-diol
CAS No.:248252-90-6
Molecular Formula:C₄₄H₆₂O₇Si
Molecular Weight:731.058
Hs Code.:

(1S,4aR,5S,6R,8R,9S,10R,10aS)-5,9-Bis-benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7,7,10a-trimethyl-4-methylene-dodecahydro-benzocyclooctene-1,10-diol

Synonyms:(1S,4aR,5S,6R,8R,9S,10R,10aS)-5,9-Bis-benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7,7,10a-trimethyl-4-methylene-dodecahydro-benzocyclooctene-1,10-diol

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Chemical Property of (1S,4aR,5S,6R,8R,9S,10R,10aS)-5,9-Bis-benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7,7,10a-trimethyl-4-methylene-dodecahydro-benzocyclooctene-1,10-diol

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Technology Process of (1S,4aR,5S,6R,8R,9S,10R,10aS)-5,9-Bis-benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7,7,10a-trimethyl-4-methylene-dodecahydro-benzocyclooctene-1,10-diol

There total 1 articles about (1S,4aR,5S,6R,8R,9S,10R,10aS)-5,9-Bis-benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7,7,10a-trimethyl-4-methylene-dodecahydro-benzocyclooctene-1,10-diol 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: 83.0%

: 194420-17-2
2α,10β-dibenzyloxy-11β-(t-butyldimethylsiloxy)-7β-hydroxy-1α-(p-methoxybenzyloxy)-8β,15,15-trimethyl-4-methylene-trans-bicyclo[6.4.0]dodecan-9-one

: 248252-90-6
(1S,4aR,5S,6R,8R,9S,10R,10aS)-5,9-Bis-benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7,7,10a-trimethyl-4-methylene-dodecahydro-benzocyclooctene-1,10-diol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at 0 - 20 ℃;
DOI:10.1246/cl.1999.817

Reference yield: 100.0%

: 77-76-9
2,2-dimethoxy-propane

: 248252-90-6
(1S,4aR,5S,6R,8R,9S,10R,10aS)-5,9-Bis-benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7,7,10a-trimethyl-4-methylene-dodecahydro-benzocyclooctene-1,10-diol

: 248252-86-0
[(3aS,6aR,7S,8R,10R,11S,11aR,11bS)-7,11-Bis-benzyloxy-8-(4-methoxy-benzyloxy)-2,2,9,9,11b-pentamethyl-6-methylene-dodecahydro-1,3-dioxa-cycloocta[de]naphthalen-10-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃;
DOI:10.1246/cl.1999.817

Reference yield:

: 248252-90-6
(1S,4aR,5S,6R,8R,9S,10R,10aS)-5,9-Bis-benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7,7,10a-trimethyl-4-methylene-dodecahydro-benzocyclooctene-1,10-diol

: (3aS,6aR,7S,8S,10R,11R,11aR,11bS)-8-Allyl-7,11-bis-benzyloxy-2,2,9,9,11b-pentamethyl-6-methylene-dodecahydro-1,3-dioxa-cycloocta[de]naphthalene-8,10-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / camphorsulfonic acid / CH₂Cl₂ / 20 °C

2: 92 percent / DDQ / H₂O; CH₂Cl₂ / 20 °C

3: 92 percent / PDC / CH₂Cl₂ / 20 °C

4: 100 percent / diethyl ether / -45 °C

5: 100 percent / TBAF / tetrahydrofuran / 0 °C

With dipyridinium dichromate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane; water; 1: Etherification / 2: deprotection / 3: Oxidation / 4: allylation / 5: deprotection;
DOI:10.1246/cl.1999.817