Naphtho[2,3-c]furan-1(3H)-one, 3a,4,9,9a-tetrahydro-4-hydroxy-6,7-dimethoxy-9-(3,4,5-trimethoxypheny l)-, [3aR-(3aa,4b,9a,9ab)]-

Base Information

• Chemical Name: Naphtho[2,3-c]furan-1(3H)-one, 3a,4,9,9a-tetrahydro-4-hydroxy-6,7-dimethoxy-9-(3,4,5-trimethoxypheny l)-, [3aR-(3aa,4b,9a,9ab)]-
• CAS No.: 1178-09-2
• Molecular Formula: C23H26O8
• Molecular Weight: 430.455
• Mol file: 1178-09-2.mol

Synonyms:

Chemical Property of Naphtho[2,3-c]furan-1(3H)-one, 3a,4,9,9a-tetrahydro-4-hydroxy-6,7-dimethoxy-9-(3,4,5-trimethoxypheny l)-, [3aR-(3aa,4b,9a,9ab)]-

Chemical Property:

Purity/Quality:

98 % min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Naphtho[2,3-c]furan-1(3H)-one, 3a,4,9,9a-tetrahydro-4-hydroxy-6,7-dimethoxy-9-(3,4,5-trimethoxypheny l)-, [3aR-(3aa,4b,9a,9ab)]-

There total 22 articles about Naphtho[2,3-c]furan-1(3H)-one, 3a,4,9,9a-tetrahydro-4-hydroxy-6,7-dimethoxy-9-(3,4,5-trimethoxypheny l)-, [3aR-(3aa,4b,9a,9ab)]- 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: 94.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 6,7-O,O-demethylene-4'-O-demethylepipodophyllotoxin (138456-91-4) → (3aR,4S,9R,9aR)-4-hydroxy-6,7-dimethoxy-9-(3,4,5-trimethoxyphenyl)-3a,4,9,9a-tetrahydronaphtho[2,3-c]furan-1(3H)-one (1178-09-2)

Guidance literature:

In methanol; diethyl ether; for 3h; Ambient temperature;

DOI:10.1021/jm00083a010

Reference yield: 83.0%

(3aS,9S,9aS)-6,7-Dimethoxy-9-(3,4,5-trimethoxy-phenyl)-3,3a,9,9a-tetrahydro-naphtho[2,3-c]furan-1,4-dione (1178-12-7,1255-65-8,58341-80-3,110455-53-3,146237-07-2,146237-10-7) → (+/-)-4-episikkimotoxin (1178-09-2,1178-11-6,1255-64-7,18651-67-7,58341-81-4,59981-65-6,78477-81-3,101142-87-4,110455-49-7,110455-52-2) + (+/-)-sikkimotoxin (1178-09-2,1178-11-6,1255-64-7,18651-67-7,58341-81-4,59981-65-6,78477-81-3,101142-87-4,110455-49-7,110455-52-2)

Guidance literature:

With diisobutylaluminium hydride; at -90 ℃;

Reference yield: 83.0%

(3aS,9S,9aS)-6,7-Dimethoxy-9-(3,4,5-trimethoxy-phenyl)-3,3a,9,9a-tetrahydro-naphtho[2,3-c]furan-1,4-dione (1178-12-7,1255-65-8,58341-80-3,110455-53-3,146237-07-2,146237-10-7) → (+/-)-4-episikkimotoxin (1178-09-2,1178-11-6,1255-64-7,18651-67-7,58341-81-4,59981-65-6,78477-81-3,101142-87-4,110455-49-7,110455-52-2) + (+/-)-sikkimotoxin (1178-09-2,1178-11-6,1255-64-7,18651-67-7,58341-81-4,59981-65-6,78477-81-3,101142-87-4,110455-49-7,110455-52-2)

Guidance literature:

With diisobutylaluminium hydride; at -90 ℃;

upstream raw materials:

diazomethane

6,7-O,O-demethylene-4'-O-demethylepipodophyllotoxin

podofilox

6,7-O,O-demethylenepodophyllotoxin

Downstream raw materials:

C₂₇H₃₂O₉

C₂₉H₃₆O₉

C₃₁H₃₂O₉

C₃₅H₃₄O₉

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