(3aS,4aS,5aR,8R,9aS,10R,10aR,12aR)-8-(4-Methoxy-phenyl)-2,2-dimethyl-decahydro-1,3,5,7,9,11-hexaoxa-naphtho[2,3-f]azulen-10-ol

Base Information

Chemical Name:(3aS,4aS,5aR,8R,9aS,10R,10aR,12aR)-8-(4-Methoxy-phenyl)-2,2-dimethyl-decahydro-1,3,5,7,9,11-hexaoxa-naphtho[2,3-f]azulen-10-ol
CAS No.:725253-40-7
Molecular Formula:C₂₁H₂₈O₈
Molecular Weight:408.449
Hs Code.:

Synonyms:(3aS,4aS,5aR,8R,9aS,10R,10aR,12aR)-8-(4-Methoxy-phenyl)-2,2-dimethyl-decahydro-1,3,5,7,9,11-hexaoxa-naphtho[2,3-f]azulen-10-ol

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Chemical Property of (3aS,4aS,5aR,8R,9aS,10R,10aR,12aR)-8-(4-Methoxy-phenyl)-2,2-dimethyl-decahydro-1,3,5,7,9,11-hexaoxa-naphtho[2,3-f]azulen-10-ol

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Technology Process of (3aS,4aS,5aR,8R,9aS,10R,10aR,12aR)-8-(4-Methoxy-phenyl)-2,2-dimethyl-decahydro-1,3,5,7,9,11-hexaoxa-naphtho[2,3-f]azulen-10-ol

There total 4 articles about (3aS,4aS,5aR,8R,9aS,10R,10aR,12aR)-8-(4-Methoxy-phenyl)-2,2-dimethyl-decahydro-1,3,5,7,9,11-hexaoxa-naphtho[2,3-f]azulen-10-ol 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:

: 252046-22-3
(2R,3R,4S,4aS,9aS)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-2,3,4,4a,9,9a-hexahydro-6H-pyrano[3,2-b]oxepin

: 725253-40-7
(3aS,4aS,5aR,8R,9aS,10R,10aR,12aR)-8-(4-Methoxy-phenyl)-2,2-dimethyl-decahydro-1,3,5,7,9,11-hexaoxa-naphtho[2,3-f]azulen-10-ol

Guidance literature:: Multi-step reaction with 4 steps

1: AD-mix β; MeSO2NH2 / 2-methyl-propan-2-ol; H2O; various solvent(s) / 0 °C

2: CSA / CH₂Cl₂ / 20 °C

3: H₂ / Pd/C / ethyl acetate; methanol / 20 °C

4: CSA / CH₂Cl₂ / 20 °C

With methanesulfonamide; camphor-10-sulfonic acid; hydrogen; 1,4-bis(9-O-dihydroquinidine)phthalazine; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2004.04.083

Reference yield:

: 725253-39-4
(3aS,4aS,6R,7R,8R,8aS,10aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-2,2-dimethyl-octahydro-1,3,5,9-tetraoxa-benzo[f]azulene

: 725253-40-7
(3aS,4aS,5aR,8R,9aS,10R,10aR,12aR)-8-(4-Methoxy-phenyl)-2,2-dimethyl-decahydro-1,3,5,7,9,11-hexaoxa-naphtho[2,3-f]azulen-10-ol

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethyl acetate; methanol / 20 °C

2: CSA / CH₂Cl₂ / 20 °C

With camphor-10-sulfonic acid; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate;
DOI:10.1016/j.tetlet.2004.04.083

Reference yield:

: (2R,3R,4R,4aS,9aS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-octahydro-1,5-dioxa-benzocycloheptene-7,8-diol

: 725253-40-7
(3aS,4aS,5aR,8R,9aS,10R,10aR,12aR)-8-(4-Methoxy-phenyl)-2,2-dimethyl-decahydro-1,3,5,7,9,11-hexaoxa-naphtho[2,3-f]azulen-10-ol

Guidance literature:: Multi-step reaction with 3 steps

1: CSA / CH₂Cl₂ / 20 °C

2: H₂ / Pd/C / ethyl acetate; methanol / 20 °C

3: CSA / CH₂Cl₂ / 20 °C

With camphor-10-sulfonic acid; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate;
DOI:10.1016/j.tetlet.2004.04.083