Dibenzo[a,c]cycloocten-6-ol,5,6,7,8-tetrahydro-1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-, (6S,7R,12aR)-

Base Information

• Chemical Name: Dibenzo[a,c]cycloocten-6-ol,5,6,7,8-tetrahydro-1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-, (6S,7R,12aR)-
• CAS No.: 114422-18-3
• Molecular Formula: C₂₄H₃₂O₇
• Molecular Weight: 432.514

Synonyms:Dibenzo[a,c]cycloocten-6-ol,5,6,7,8-tetrahydro-1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-, stereoisomer;(+)-Isoschizandrin; Isoschisandrin; Isoschizandrin

Chemical Property of Dibenzo[a,c]cycloocten-6-ol,5,6,7,8-tetrahydro-1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-, (6S,7R,12aR)-

Chemical Property:

Purity/Quality:

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Technology Process of Dibenzo[a,c]cycloocten-6-ol,5,6,7,8-tetrahydro-1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-, (6S,7R,12aR)-

There total 73 articles about Dibenzo[a,c]cycloocten-6-ol,5,6,7,8-tetrahydro-1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-, (6S,7R,12aR)- 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: 91.0%

Methanesulfonic acid (6R,7S)-7-hydroxy-7-methanesulfonyloxymethyl-1,2,3,10,11,12-hexamethoxy-5,6,7,8-tetrahydro-dibenzo[a,c]cycloocten-6-ylmethyl ester (143552-06-1) → schizandrin (7432-28-2,7488-47-3,68225-19-4,114422-18-3,130695-97-5,130695-99-7,130696-00-3,130696-01-4,135095-48-6,150197-51-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

DOI:10.1016/S0040-4039(00)74679-X

Reference yield: 88.0%

(6S,7R,R-Biar)-5,6,7,8-Tetrahydro-6-hydroxy-6,7-bis<(methanesulfonyloxy)methyl>-1,2,3,10,11,12-hexamethoxydibenzocyclooctene → (+)-Schizandrin (7432-28-2,7488-47-3,68225-19-4,114422-18-3,130695-97-5,130695-99-7,130696-00-3,130696-01-4,135095-48-6,150197-51-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 0.25h; Heating;

DOI:10.1021/jo00119a010

Reference yield:

gomisin A (72551-73-6) + dimethyl sulfate (77-78-1) → schizandrin (7432-28-2,7488-47-3,68225-19-4,114422-18-3,130695-97-5,130695-99-7,130696-00-3,130696-01-4,135095-48-6,150197-51-6)

Guidance literature:

With potassium carbonate; In acetone; at 50 ℃; for 3h;

upstream raw materials:

Methanesulfonic acid (6R,7S)-7-hydroxy-7-methanesulfonyloxymethyl-1,2,3,10,11,12-hexamethoxy-5,6,7,8-tetrahydro-dibenzo[a,c]cycloocten-6-ylmethyl ester

gomisin A

dimethyl sulfate

(7S,8S,R-biar)-6,7,8,9-tetrahydro-1,2,3,13,14-pentamethoxy-7,8-dimethyl-7,12-dibenzocyclooctenediol

Downstream raw materials:

(+)-deoxyschizandrin

(+)-Isoschizandrin

isoschizandrin

(7S,8S,R-biar)-6,7,8,9-tetrahydro-1,2,3,13,14-pentamethoxy-7,8-dimethyl-7,12-dibenzocyclooctenediol

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