schisandrin A

Base Information

• Chemical Name: schisandrin A
• CAS No.: 156769-17-4
• Molecular Formula: C₂₄H₃₂O₆
• Molecular Weight: 416.514
• Mol file: 156769-17-4.mol

Synonyms:schisandrin A

Chemical Property of schisandrin A

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of schisandrin A

There total 5 articles about schisandrin A 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: 25.0%

1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-5,8-dihydrodibenzocyclooctene → schisandrin A (156769-17-4) + (+/-)-1,2,3,10,11,12-hexamethoxy-r-6,t-7-dimethyl-5,6,7,8-tetrahydrodibenzocyclooctene (61281-38-7,63598-55-0,63640-13-1,69176-53-0,101757-58-8,114488-89-0,115587-63-8,115587-64-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h;

Reference yield: 25.0%

5,5'-(2,3-dimethylbutane-1,4-diyl)bis(1,2,3-trimethoxybenzene) (50544-08-6,75597-96-5,107191-91-3,115587-61-6,72730-20-2) → schisandrin A (156769-17-4) + (+/-)Deoxyschizandrin (115495-71-1) + (1α,2β,3β)-6,7,8-trimethoxy-2,3-dimethyl-1-(3,4,5-trimethoxyphenyl)-1,2,3,4-tetrahydronaphthalene (14335-63-8,50394-06-4,72777-68-5,90130-15-7,115587-62-7)

Guidance literature:

With ruthenium(IV) oxide; boron trifluoride diethyl etherate; trifluoroacetic acid; trifluoroacetic anhydride; In dichloromethane; for 8h; Product distribution; Mechanism; Ambient temperature; Ti₂O₃ insted of RuO₂*2H₂O, various conditions;

DOI:10.1016/S0040-4020(01)80826-7

Reference yield:

(R)-1,2,3,10,11,12-Hexamethoxy-6-methyl-7-methylene-5,6,7,8-tetrahydro-dibenzo[a,c]cyclooctene → schisandrin A (156769-17-4) + (8R,8'R)-deoxyschizandrin (61281-38-7,63598-55-0,63640-13-1,69176-53-0,101757-58-8,114488-89-0,115587-63-8,115587-64-9)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol; for 1.5h;

DOI:10.1016/0031-9422(88)83143-1

upstream raw materials:

5,5'-(2,3-dimethylbutane-1,4-diyl)bis(1,2,3-trimethoxybenzene)

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

Downstream raw materials:

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

6(SR),7(RS)-5,6,7,8-tetrahydro-7-hydroxy-1,2,3,10,11,12-hexamethoxy-6,7-dimethyldibenzocyclooctene

Refernces

• 1、 Dhal,Landais,Lebrun,Lenain,Robin. "Ruthenium dioxide in fluoro acid medium V. Application to the non phenolic oxidative coupling of diarylbutanes. Conformational studies of cis and trans deoxyschizandrins". . p. 1153 - 1164. Retrieved 2007/10/02.
• 2、 Landais, Y.,Lebrun, A.,Lenain, V.,Robin, J.-P.. "SYNTHESIS OF DIARYLBUTANES FROM CORDIGERINES AND REINVESTIGATION OF THEIR OXIDATIVE COUPLINGS IN DEOXYSCHIZANDRINS. - AN UNUSUAL FORMATION OF PHENYLTETRALIN LIGNANS -". . p. 5161 - 5164. Retrieved 2007/10/02.