111266-03-6

Basic information

• Product Name: 2(3H)-Furanone, dihydro-4-[[3-methoxy-4-(phenylmethoxy)phenyl]methyl]-, (4R)-
• CAS NO: 111266-03-6
• Molecular Formula: C19H20O4
• Molecular Weight: 312.365
• Mol File: 111266-03-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2(3H)-Furanone, dihydro-4-[[3-methoxy-4-(phenylmethoxy)phenyl]methyl]-, (4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(3H)-Furanone, dihydro-4-[[3-methoxy-4-(phenylmethoxy)phenyl]methyl]-, (4R)-(111266-03-6)
• EPA Substance Registry System: 2(3H)-Furanone, dihydro-4-[[3-methoxy-4-(phenylmethoxy)phenyl]methyl]-, (4R)-(111266-03-6)

Safety Data

• Hazardous Substances Data: 111266-03-6(Hazardous Substances Data)

Upstream product

• 2309-07-1 Methyl ferulate 
• 93878-20-7 methyl (E)-3-[4-(benzyloxy)-3-methoxyphenyl]acrylate 
• 1321545-26-9 (S)-3-[(S)-2-(4-benzyloxy-3-methoxybenzyl)pent-4-enoyl]-4-isopropyloxazolidin-2-one 
• 1321545-25-8 (S)-2-(4-benzyloxy-3-methoxybenzyl)pent-4-en-1-ol 
• 1321545-28-1 (S)-3-[3-(4-benzyloxy-3-methoxyphenyl)propanoyl]-4-isopropyloxazolidin-2-one 
• 1135-24-6 3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 1135-23-5 3-(4-hydroxy-3-methoxyphenyl)propionic acid 
• 30034-49-2 β-(4-benzyloxy-3-methoxyphenyl)propionic acid 
• 116185-11-6 benzyl 3-[4-(benzyloxy)-3-methoxyphenyl]propanoate 
• 129339-79-3 (R)-2-(4-Benzyloxy-3-methoxy-benzyl)-succinic acid 
• 96917-15-6 (E)-2-(4'-benzyloxy-3'-methoxybenzylidene)succinic acid 
• 57371-44-5 3-<4-(benzyloxy)-3-methoxyphenyl>propan-1-ol 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 220597-19-3 Acetic acid (2R,3R)-3-[(4-benzyloxy-3-methoxy-phenyl)-bis-phenylsulfanyl-methyl]-5-oxo-tetrahydro-furan-2-yl ester 

Downstream Products

• 939963-12-9 (3S,4R)-4-(4-Benzyloxy-3-methoxy-benzyl)-3-[(4-benzyloxy-3-methoxy-phenyl)-hydroxy-methyl]-dihydro-furan-2-one 
• 111194-07-1 (3R,4R)-3,4-bis(4-benzyloxy-3-methoxybenzyl)dihydrofuran-2(3H)-one 
• 1612227-16-3 (8R,8'R)-3,3'-dimethoxy-4,4',9-liganetriol 

Relevant articles and documents

An access to chiral β-benzyl-γ-butyrolactones and its application to the synthesis of enantiopure (+)-secoisolariciresinol, (-)-secoisolariciresinol, and (-)-enterolactone

Both enantiomers of secoisolariciresinol and enantiopure (-)-enterolactone were synthesized through a highly stereoselective convergent synthesis. An Evans diastereoselective alkylation followed by a substrate-induced diastereoselective -alkylation of the newly formed optically active β-benzyl-γ- butyrolactone gave the β-β′ linkage of the target skeleton. The (S,S)- and (R,R)-enantiomers of secoisolariciresinol and (-)-enterolactone were obtained in 12-14% (11 steps) and 20% (7 steps) overall yield, respectively. Georg Thieme Verlag Stuttgart New York.

Enantioselective synthesis of benzylbutyrolactones from 5-hydroxyfuran-2(5H)-one. New chiral synthons for dibenzylbutyrolactone lignans by a chemoenzymatic route

A chemoenzymatic method is described for the asymmetric synthesis of benzylbutyrolactones. (R)-5-Acetoxyfuran-2(5H)-one (12) was obtained with ee > 99% in a multigram scale catalytic esterification using immobilized lipase PS. The addition of lithiated dithianes to chiral synthon 12 was followed by an effective multistep reduction to produce enantiomerically pure benzylbutyrolactones.

Asymmetric Synthesis of (R)- and (S)-4-(Substituted Benzyl)dihydrofuran-2(3H)-ones: An Application of the Ruthenium-binap Complex-catalysed Asymmetric Hydrogenation of Alkylidenesuccinic Acids

A concise synthesis of (S)- or (R)-4-(substituted benzyl)dihydrofuran-2(3H)-ones (1) with high enantiomeric purity is presented. (S)- or (R)-(Substituted benzyl)succinic acids (6) 97percent enantiomeric excess) were first prepared by Ru2Cl4(R)- or (S