289660-11-3

Basic information

• Product Name: (4R,5S)-(-)-5-benzyloxymethyl-4-hydroxy-dihydro-furan-2-one
• Synonyms: (4R,5S)-(-)-5-benzyloxymethyl-4-hydroxy-dihydro-furan-2-one
• CAS NO: 289660-11-3
• Molecular Weight: 222.241
• Mol File: 289660-11-3.mol

Chemical Properties

• CAS DataBase Reference: (4R,5S)-(-)-5-benzyloxymethyl-4-hydroxy-dihydro-furan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5S)-(-)-5-benzyloxymethyl-4-hydroxy-dihydro-furan-2-one(289660-11-3)
• EPA Substance Registry System: (4R,5S)-(-)-5-benzyloxymethyl-4-hydroxy-dihydro-furan-2-one(289660-11-3)

Safety Data

• Hazardous Substances Data: 289660-11-3(Hazardous Substances Data)

Upstream product

• 289660-10-2 (4R,5S)-(-)-5-benzyloxymethyl-4-(dimethylphenylsilanyl)dihydrofuran-2-one 
• 36326-38-2 ethyl (R,Z)-3-(2′,2′-dimethyl-1′,3′-dioxolan-4′-yl)acrylate 
• 112837-17-9 (R)-(+)-5-(hydroxymethyl)furan-2(5H)-one 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 395640-41-2 (3S,4S,5S)-(-)-5-benzyloxymethyl-3,4-dihydroxydihydro-furan-2-one 
• 85428-26-8 (+)-(R)-5-benzyloxymethylfuran-2(5H)-one 
• 395640-42-3 (3S,4S,5S)-(+)-5-benzyloxymethyl-4-hydroxy-3-(4-methylbenzenesulfonate)-dihydro-furan-2-one 

Relevant articles and documents

A facile access to 2-deoxy-L-ribose

The title compound was prepared in five steps starting from R-(+)-5-benzyloxymethyl-5H-furan-2-one 1 via syn-dihydroxylation of its double bond, regioselective tosylation of the 2-OH group in the thus obtained diol 2 followed by selective deoxygenation of that position.

A novel synthesis of 2-deoxy-L-ribose

We report a new synthesis of 2-deoxy-L-ribose starting from the commercially available (R)-(+)-5-hydroxymethyl-5H-furan-2-one. The key step is a 1,4-addition of (PhMe2Si)2Cu(CN)Li2 which proceeds with complete diastereoselection. Copyright (C) 2000 Elsevier Science Ltd.