41328-82-9

Basic information

• Product Name: (2S,3S,4S)-3,4-Bis-(3,4-dimethoxy-benzyl)-tetrahydro-furan-2-ol
• CAS NO: 41328-82-9
• Molecular Weight: 388.461
• Mol File: 41328-82-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2S,3S,4S)-3,4-Bis-(3,4-dimethoxy-benzyl)-tetrahydro-furan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4S)-3,4-Bis-(3,4-dimethoxy-benzyl)-tetrahydro-furan-2-ol(41328-82-9)
• EPA Substance Registry System: (2S,3S,4S)-3,4-Bis-(3,4-dimethoxy-benzyl)-tetrahydro-furan-2-ol(41328-82-9)

Safety Data

• Hazardous Substances Data: 41328-82-9(Hazardous Substances Data)

Upstream product

• 4773-01-7 (3R*,4R*)-3-(3,4-dimethoxybenzyl)-4-(3,4-dimethoxybenzyl)-4,5-dihydro-2(3H)-furanone 
• 78647-52-6 (+/-)-4-(3,4-dimethoxyphenyl)-3-methoxycarbonylbutanoic acid 
• 108102-77-8 (R)-4-(3,4-dimethoxybenzyl)dihydrofuran-2(3H)-one 
• 108102-79-0 (R)-(+)-α-(dimethoxy-3,4 benzyl)hemisuccinate de methyle 
• 21852-32-4 4-bromomethyl-1,2-dimethoxybenzene 
• 25488-59-9 dimethylmatairesinol 

Relevant articles and documents

LIGNANES.10. PREPARATION DES (R)-(+) ET (S)-(-)-β-PIPERONYL ET β-VERATRYL-γ-BUTYROLACTONES ET LEUR UTILISATION DANS LA SYNTHESE TOTALE DE LIGNANES OPTIQUEMENT ACTIFS

A simple and efficient route leading to optically active β-benzyl-γ-butyrolactones is described.Thus, the methyl (R,S)-α-benzylhemisuccinate resulting from a Stobbe condensation with an appropriate aromatic aldehyde, followed by catalytic hydrogenation of the intermediate α-benzylidene hemisuccinic ester, was resolved by means of a chiral base (ephedrine or α-methyl benzylamine).Reduction of each enantiomer, using calcium borohydride, then led to the corresponding optically active β-benzyl-γ-butyrolactone.In this way, the following two lactones were obtained in both (R)-(+) and (S)-(-) enantiomeric forms, β-piperonyl- and β-veratryl-γ-butyrolactones 1 and 2 respectively.These lactones were used as key-intermediates for the syntheses of 17 optically active lignans and lignoids, such as (-)-dimethylmatairesinol (-)-23, (-)-kusunokinin (-)-26 and (+)-dimethylisolariciresinol (+)-35.