66120-17-0

Basic information

• Product Name: 7-hydroxy-trans-2-heptenoic acid
• CAS NO: 66120-17-0
• Molecular Weight: 144.17
• Mol File: 66120-17-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 7-hydroxy-trans-2-heptenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 7-hydroxy-trans-2-heptenoic acid(66120-17-0)
• EPA Substance Registry System: 7-hydroxy-trans-2-heptenoic acid(66120-17-0)

Safety Data

• Hazardous Substances Data: 66120-17-0(Hazardous Substances Data)

Upstream product

• 694-54-2 tetrahydro-2H-2-pyranol 
• 141-82-2 malonic acid 

Downstream Products

• 334-20-3 (E)-9-oxo-dec-2-enoic acid 
• 54698-36-1 methyl 7-hydroxy-trans-2-heptenoate, p-toluenesulfonate 
• 98206-47-4 [(1S,2S)-2-Cyano-2-(3-methoxy-phenyl)-cyclohexyl]-acetic acid methyl ester 
• 98206-48-5 [(1S,2S)-2-Cyano-2-(3-methoxy-phenyl)-cyclohexyl]-acetic acid 

Relevant articles and documents

Stereoselective access to tetrahydropyranylacetic acid derivatives. Simple synthesis of (+)-(S,S)-(cis-6-methyltetrahydropyran-2-yl)acetic acid

The reaction of the lactols 1a-1d, with malonic acid in hot dimethyl sulfoxide, in the presence of piperidinium acetate as catalyst, gives the corresponding (tetrahydrofuran-2-yl)acetic acids 2a, c and (tetrahydropyran-2-yl)acetic acids 2b, d in high yield (65-75%). While the synthesis of the (6-methyltetrahydropyran-2-yl)acetic acid (2d) is highly stereoselective (cis/trans ratio 20:1), no stereoselection was observed with the (5-methyltetrahydrofuran-2-yl)acetic acid (2c) (cis/trans ratio 1:1). This reaction was applied for the synthesis of natural (+)-(S,S)-(cis-6-methyltetrahydropyran-2-yl)acetic acid (7), minor constituent of the glandular secretion of the civet cat.