4694-66-0

Basic information

• Product Name: 3-Furancarboxylic acid, tetrahydro-5-oxo-, (3S)-
• CAS NO: 4694-66-0
• Molecular Formula: C5H6O4
• Molecular Weight: 130.1
• Mol File: 4694-66-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-Furancarboxylic acid, tetrahydro-5-oxo-, (3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Furancarboxylic acid, tetrahydro-5-oxo-, (3S)-(4694-66-0)
• EPA Substance Registry System: 3-Furancarboxylic acid, tetrahydro-5-oxo-, (3S)-(4694-66-0)

Safety Data

• Hazardous Substances Data: 4694-66-0(Hazardous Substances Data)

Upstream product

• 121232-86-8 2-(acetoxymethyl)succinic acid 
• 5204-91-1 methyl 5-oxotetrahydro-3-furancarboxylate 
• 5204-92-2 ethyl 5-oxotetrahydro-3-furancarboxylate 
• 681179-33-9 ethyl (+)-(R)-5-oxotetrahydro-3-furancarboxylate 

Downstream Products

• 51311-41-2 (4R)-4-(hydroxymethyl)-3-(6-methylheptanoyl)dihydro-furan-2(3H)-one 
• 51311-41-2 (3R)-(+)-2-(6-methylheptanoyl)-3-hydroxymethyl-4-butanolide 
• 124753-55-5 (3R,4R)-3-((R)-1-hydroxybutyl)-4-(hydroxymethyl)dihydrofuran-2(3H)-one 

Relevant articles and documents

Chemoenzymatic synthesis of enantioenriched 5-oxo-tetrahydro-3- furancarboxylic acid derivatives

(R)-(+)-Paraconic acid 4, (S)-(-)-terebic acid 6 and their corresponding methyl and ethyl esters having ee's ranging from 60% to 92% were obtained by enzymatic resolution of their racemates. The enzymatic resolution of racemic ethyl γ-methylparaconates 14a and 14b allowed the isolation of the unreacted ester (2R,3R)-(+)-14a and that of the lactonic acid (2S,3R)-(-)-5b with 80% and 93% ee, respectively, the former by the use of Horse liver acetone powder (HLAP), the latter using α-chymotrypsin (α-CT). The enantiomeric ethyl (2S,3S)-(-)-14a and (2S,3R)-(-)-14b, both with >99% ee, were obtained by baker's yeast reduction of diethyl acetylsuccinate.