171523-66-3

Basic information

• Product Name: Hexanoic acid, 6-[(R)-(4-methylphenyl)sulfinyl]-3,5-dioxo-, methyl ester
• CAS NO: 171523-66-3
• Molecular Formula: C14H16O5S
• Molecular Weight: 296.344
• Mol File: 171523-66-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Hexanoic acid, 6-[(R)-(4-methylphenyl)sulfinyl]-3,5-dioxo-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Hexanoic acid, 6-[(R)-(4-methylphenyl)sulfinyl]-3,5-dioxo-, methyl ester(171523-66-3)
• EPA Substance Registry System: Hexanoic acid, 6-[(R)-(4-methylphenyl)sulfinyl]-3,5-dioxo-, methyl ester(171523-66-3)

Safety Data

• Hazardous Substances Data: 171523-66-3(Hazardous Substances Data)

Upstream product

• 29736-80-9 3,5-dioxohexanoic acid methyl ester 
• 1517-82-4 (-)-menthyl p-toluenesulfinate 

Downstream Products

• 171523-69-6 (+)-<3(R),5(S),S(R)>-Methyl syn-3,5-(isopropylidenedioxy)-6-(p-tolylsulfinyl)hexanoate 
• 171523-68-5 (+)-<3(R),5(S),S(R)> methyl 3,5-dihydroxy-6-(p-tolylsulfinyl) hexanoate 
• 191854-41-8 (3R,5S)-Methyl 6-acetoxy-syn-3,5-(isopropylidenedioxy)-6-(p-tolylthio)hexanoate 
• 171523-67-4 (+)-<5(S),S(R)> methyl 3-oxo-5-hydroxy-6-(p-tolylsulfinyl) hexanoate 

Relevant articles and documents

Chiral sulfoxides in asymmetric synthesis: Enantioselective synthesis of the lactonic moiety of (+)-compactin and (+)-mevinolin. Application to a compactin analogue

The lactonic part of (+)-compactin and (+)-mevinolin as well as a compactin analogue were synthesized in an enantioselective way from a β,δ-diketo sulfoxide easily obtained by the reaction of the trianion of methyl 3,5-dioxohexanoate with (-)-menthyl (S)-p-toluenesulfinate. The main reaction was the two-step stereoselective reduction of β,δ-diketo sulfoxide without any protective group.