111265-97-5

Basic information

• Product Name: (R)-(+)-methyl α-vanillylhemisuccinate
• Synonyms: (R)-(+)-methyl α-vanillylhemisuccinate
• CAS NO: 111265-97-5
• Molecular Weight: 268.266
• Mol File: 111265-97-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (R)-(+)-methyl α-vanillylhemisuccinate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-methyl α-vanillylhemisuccinate(111265-97-5)
• EPA Substance Registry System: (R)-(+)-methyl α-vanillylhemisuccinate(111265-97-5)

Safety Data

• Hazardous Substances Data: 111265-97-5(Hazardous Substances Data)

Upstream product

• 122977-46-2 2-[1-(4-Hydroxy-3-methoxy-phenyl)-meth-(E)-ylidene]-succinic acid 1-methyl ester 
• 121-33-5 vanillin 
• 106-65-0 Dimethyl succinate 
• 111194-04-8 3-methoxycarbonyl-4-(4-hydroxy-3-methoxyphenyl)butanoic acid 

Downstream Products

• 111266-00-3 (R)-4-<(4-hydroxy-3-methoxyphenyl)methyl>dihydro-2(3H)-furanone 
• 127951-01-3 (R)-4-[(S)-Benzyloxy-(4-hydroxy-3-methoxy-phenyl)-methyl]-dihydro-furan-2-one 
• 127951-02-4 (R)-4-[(R)-Benzyloxy-(4-hydroxy-3-methoxy-phenyl)-methyl]-dihydro-furan-2-one 
• 127951-00-2 (3R)-(+)-3-(4-Trimethylsiloxy-3-methoxybenzyl)butan-4-olide 

Relevant articles and documents

Efficient Asymmetric Syntheses of Naturally Occurring Lignan Lactones Using Catalytic Asymmetric Hydrogenation as a Key Reaction

Optically pure (R)-arylmethylsuccinic acid mono-methyl esters were obtained efficiently by using the catalytic asymmetric hydrogenation of arylidenesuccinic acid monoesters with a rhodium(I) complex of a chiral bisphosphine, (4S,5S)-MOD-DIOP.Asymmetric total syntheses of some naturally occurring lignans, (+)-collinusin, (-)-deoxypodophyllotoxin, and (+)-neoisostegane, were achieved via several steps from (R)-γ-butyrolactones as key intermediates obtained by reduction of (R)-arylmethylsuccinic acid mono methyl-esters.

HIGHLY EFFICIENT ASYMMETRIC HYDROGENATION OF ITACONIC ACID DERIVATIVES CATALYZED BY A MODIFIED DIOP-RHODIUM COMPLEX

A modified DIOP analogue bearing 4-methoxy and 3,5-dimethyl groups on each phenyl group has been synthesized.The rhodium complex of the ligand has been found to give very high optical yields in the asymmetric hydrogenation of itaconic acid and its derivatives bearing β-aryl groups, the products of which are key-intermediates for optically active lignan derivatives.