1176-70-1

Upstream product

• 104281-87-0 2-<1-hydroxy-1-(3,4,5-trimethoxyphenyl)methyl>-4,5-dimethoxybenzyltrimethylsilane 
• 83392-72-7 (2-bromo-4,5-dimethoxybenzyl)trimethylsilane 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 104281-91-6 (3aR,4R,9aS)-6,7-Dimethoxy-4-(3,4,5-trimethoxy-phenyl)-3a,4,9,9a-tetrahydro-naphtho[2,3-c]furan-1,3-dione 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 78647-52-6 (+/-)-4-(3,4-dimethoxyphenyl)-3-methoxycarbonylbutanoic acid 
• 115061-18-2 (E)-3-(methoxycarbonyl)-4-(3,4-dimethoxyphe-nyl)but-3-enoic acid 
• 72430-92-3 4-[(3,4-dimethoxyphenyl)methyl]dihydrofuran-2-one 
• 119030-87-4 rac-(7'ξ,8β,8'α)-7'-hydroxy-3,4,3',4',5'-pentamethoxylignan-9',9-olide 
• 175293-62-6 (1R,2S,3R)-1-Hydroxy-6,7-dimethoxy-1-(3,4,5-trimethoxy-phenyl)-1,2,3,4-tetrahydro-naphthalene-2,3-dicarboxylic acid bis-((S)-methoxycarbonyl-phenyl-methyl) ester 

Downstream Products

• 581801-49-2 4'-demethyl-9-deoxysikkimotoxin 
• 1178-12-7 (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 
• 1178-09-2 (+/-)-4-episikkimotoxin 
• 1178-09-2 (+/-)-sikkimotoxin 
• 581799-82-8 4'-demethyl-9-deoxysikkimol 
• 321747-16-4 9-deoxysikkimol 

Relevant academic research and scientific papers

The asymmetric synthesis of aryltetralin lignans: (-)-isolariciresinol dimethyl ether and (-)-deoxysikkimotoxin

The total asymmetric syntheses of (-)-isolariciresinol dimethyl ether (6) and (-)-deoxysikkimotoxin (7) have been carried out, in an attempt to exploit a synthetic strategy recently developed for the synthesis of (-)-deoxypodophyllotoxin (1, R1 = -CH2-, Ar = 3,4,5-trimethoxyphenyl). In so doing, a generalized method for the synthesis of aryltetralin lignans has been developed that should be applicable to a variety of substitution patterns and stereochemistries. A one-pot, 100% regio-selective reduction-lactonization procedure has been developed for the conversion of the ester 18b to (-)-deoxysikkimotoxin, which gave 93% isolated yield in that step.

Oxidative Coupling of Lignans. III. Non-Phenolic Oxidative Coupling of Deoxypodorhizon and Related Compounds

Oxidative coupling of deoxypodorhizon (4) with thallium(III) oxide and trifluoroacetic acid may be controlled to give either deoxyisopodophyllotoxin (14) or isostegane (16).These results and those with related non-phenolic substances indicate that the aromatic substituents of the parent diarylbutane play an important role in determining the outcome of oxidative coupling.

THE TOTAL SYNTHESIS OF (+/-)-SIKKIMOTOXIN VIA THE BENZO-PETERSON REACTION

The total synthesis of a lignan lactone sikkimotoxin (1) in racemic forms has been completed by employing the Benzo-Peterson reaction as key step.