85428-26-8

Basic information

• Product Name: 2(5H)-Furanone, 5-[(phenylmethoxy)methyl]-, (R)-
• CAS NO: 85428-26-8
• Molecular Formula: C12H12O3
• Molecular Weight: 204.225
• Mol File: 85428-26-8.mol

Chemical Properties

• CAS DataBase Reference: 2(5H)-Furanone, 5-[(phenylmethoxy)methyl]-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(5H)-Furanone, 5-[(phenylmethoxy)methyl]-, (R)-(85428-26-8)
• EPA Substance Registry System: 2(5H)-Furanone, 5-[(phenylmethoxy)methyl]-, (R)-(85428-26-8)

Safety Data

• Hazardous Substances Data: 85428-26-8(Hazardous Substances Data)

Upstream product

• 85428-25-7 acide (+) benzyloxy-5 hydroxy-4 pentyne-2 oieque 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 112837-17-9 (R)-(+)-5-(hydroxymethyl)furan-2(5H)-one 
• 364373-27-3 5-benzyloxymethyl-3-phenylsulfanyl-dihydrofuran-2-one 
• 364373-24-0 5-benzyloxymethyl-3-phenylselanyl-dihydrofuran-2-one 
• 14618-80-5 (R)-benzyl glycidol 
• 36326-38-2 ethyl (R,Z)-3-(2′,2′-dimethyl-1′,3′-dioxolan-4′-yl)acrylate 
• 60656-87-3 benzyloxyacetoaldehyde 

Downstream Products

• 85428-27-9 (4R,5R)-5-<(benzyloxy)methyl>-4-methyltetrahydrofuran-2(3H)-one 
• 289660-10-2 (4R,5S)-(-)-5-benzyloxymethyl-4-(dimethylphenylsilanyl)dihydrofuran-2-one 
• 112837-17-9 (R)-(+)-5-(hydroxymethyl)furan-2(5H)-one 
• 395640-41-2 (3S,4S,5S)-(-)-5-benzyloxymethyl-3,4-dihydroxydihydro-furan-2-one 
• 289660-11-3 (4R,5S)-(-)-5-benzyloxymethyl-4-hydroxy-dihydro-furan-2-one 
• 395640-42-3 (3S,4S,5S)-(+)-5-benzyloxymethyl-4-hydroxy-3-(4-methylbenzenesulfonate)-dihydro-furan-2-one 
• 110171-24-9 (R)-(+)-5-(tert-butyldiphenylsilanyloxymethyl)furan-2(5H)-one 
• 85428-28-0 (3R,4R)(-) tosyloxymethyl-4 methyl-3 butanolide-4 

Relevant articles and documents

Convenient new syntheses of R-(+)-5-benzyloxymethyl-5H-furan-2-one- a building block en route to L-nucleosides

R-(+)-5-Benzyloxymethyl-5H-furan-2-one (R-(1)) was obtained from commercially available R-(-)-2-benzyloxymethyl oxirane (R-(2)) in two and three steps, respectively. Key steps are a) the nucleophilic ring opening of the oxirane moiety with dianions derived from either PhSeCH2CO2H or PhSCH2CO2H; b) oxidation to the corresponding 1-oxides and c) concomitant or thermally induced syn-elimination. R-(1) was obtained with ≥97% ee and ≥95% ee, respectively.

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.

PREPARATION OF ENANTIOMERICALLY PURE BUTENOLIDES: 4-HYDROXYMETHYL BUTYROLACTONE DERIVATIVES FROM (+)-(R)-3-(4-METHYLPHENYL)SULPHINYLPROPIONIC ACID

The condensation of the dilithium derivative of (+)-(R)-3-sulphinyl propionic acid on protected glycolaldehydes allowed to obtain both enantiomeres of 4-alkoxymethylbutenolides in optically pure form.When glycolic esters were employed as electrophiles, re

L'ELDANOLIDE, PHEROMONE DES GLANDES ALAIRES DE LA PYRALE DE LA CANNE A SUCRE, ELDANA SACCHARINA (WLK.): STRUCTURE ET SYNTHESE DE SES DEUX ENANTIOMERES

The isolation and structure determination of eldanolide, the wing gland pheromone of the male African Sugar Cane Borer, Eldana saccharina (Wlk.) is described.The absolute configuration was determined as (3S, 4R) by comparison of the CD spectra of the natural pheromone with both synthetic enantiomers.

ABSOLUTE CONFIGURATION OF ELDANOLIDE, THE WING GLAND PHEROMONE OF THE MALE AFRICAN CANE BORER, ELDANA SACCHARINA (WLK.) SYNTHESES OF ITS (+) AND (-) ENANTIOMERS.

Eldanolide 1, a novel terpenoid lactone pheromone, was shown to have (3S,4R) configuration by synthesis of both enantiomers and comparison of their CD with the natural pheromone.