133043-02-4

Basic information

• Product Name: Hexanoic acid, 6-[(4-methylphenyl)sulfinyl]-5-oxo-, methyl ester, (R)-
• CAS NO: 133043-02-4
• Molecular Formula: C14H18O4S
• Molecular Weight: 282.361
• Mol File: 133043-02-4.mol

Chemical Properties

• CAS DataBase Reference: Hexanoic acid, 6-[(4-methylphenyl)sulfinyl]-5-oxo-, methyl ester, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Hexanoic acid, 6-[(4-methylphenyl)sulfinyl]-5-oxo-, methyl ester, (R)-(133043-02-4)
• EPA Substance Registry System: Hexanoic acid, 6-[(4-methylphenyl)sulfinyl]-5-oxo-, methyl ester, (R)-(133043-02-4)

Safety Data

• Hazardous Substances Data: 133043-02-4(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 133043-10-4 5-oxo-6-(p-tolylsulfinyl)hexanoic acid 
• 77-78-1 dimethyl sulfate 
• 108-55-4 glutaric anhydride, 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 

Downstream Products

• 1067938-25-3 methyl (5S,SR)-5-cyano-5-hydroxy-6-[(4-methylphenyl)sulfinyl]hexanoate 
• 133043-05-7 methyl (1'E,10'S)-2,4-dimethoxy-6-<10'-<(tert-butyldimethylsilyl)oxy>-6'-oxo-5'-(p-tolylsulfonyl)-1'-undecenyl>benzoate 
• 133043-06-8 (+)-methyl (1'E,10'S)-2,4-dimethoxy-6-<10'-<(tert-butyldimethylsilyl)oxy>-6'-oxo-1'-undecenyl>benzoate 
• 133043-07-9 (+)-methyl (1'E,10'S)-2,4-dimethoxy-6-<10'-hydroxy-6',6'-(trimethylenedithio)-1'-undecenyl>benzoate 
• 133043-08-0 (+)-(1'E,10'S)-2,4-dimethoxy-6-<10'-hydroxy-6',6'-(trimethylenedithio)-1'-undecenyl>benzoic acid 
• 133043-04-6 (+)-methyl <5R,(S)R>-5-<(tert-butyldimethylsilyl)oxy>-6-(p-tolylsulfinyl)hexanoate 
• 10497-40-2 2,4-Dimethoxy-zearalenone 
• 158833-96-6 (R)-6-(tert-Butyl-dimethyl-silanyloxy)-1-((R)-toluene-4-sulfinyl)-heptan-2-one 
• 158833-97-7 (2S,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-1-((R)-toluene-4-sulfinyl)-heptan-2-ol 
• 1026305-29-2 Trifluoro-acetic acid [(2R,6S)-6-(4-methoxy-phenyl)-tetrahydro-pyran-2-yl]-p-tolylsulfanyl-methyl ester 
• 612806-40-3 [2R,6R,(S)R]-6-(methyltetrahydropyran-2-yl)(p-tolylsulfinyl)acetic acid 
• 612806-41-4 [2S,6S,(S)R]-6-(methyltetrahydropyran-2-yl)(p-tolylsulfinyl)acetic acid 
• 612806-19-6 [5S,(S)R]-N-methoxy-N-methyl-5-hydroxy-6-(p-tolylsulfinyl)hexanamide 
• 612806-23-2 [6S,(S)R]-6-hydroxy-7-(p-tolylsulfinyl)hexan-2-one 

Relevant articles and documents

Formal synthesis of (-)-frontalin through diastereoselective hydrocyanation of a β-keto sulfoxide

The diastereoselective synthesis of (S)-4-(2,2,4-trimeth-yl-l,3-dioxolan-4- yl)butan-l-ol (9), an intermediate in the asymmetric synthesis of the pine beetle pheromone (-)-frontalin [(1S,5R)-l,5-dimethyl-6,8-dioxabicyclo[3.2.1] octane] (1), has been accomplished starting from the ss-keto sulfoxide 2, derived from gl-utaric anhydride. The key step of the synthetic sequence is the diastereoselective hydrocyanation of 2 by diethylaluminum cyanide. Thieme Stuttgart.

Reductive cyclizations of hydroxysulfinyl ketones: Enantioselective access to tetrahydropyran and tetrahydrofuran derivatives

The stereocontrolled formation of cis-2,5-disubstituted tetrahydrofurans and cis-2,6-disubstituted tetrahydropyrans is achieved from enantiopure ketosulfinyl esters by reduction, Weinreb's amide, and ketone formation, followed by the reductive cyclization (Et3SiH/TMSOTf) of the resulting hydroxysulfinyl ketones. The sulfoxide-bearing heterocycles were transformed into two natural products, (-)-centrolobine (1) and both enantiomers of cis-(6-methyltetrahydropyran-2-yl)acetic acid (2).

First enantioselective total synthesis of (-)-Centrolobine.

[structure: see text] The first enantioselective total synthesis of (-)-Centrolobine is described. The key reaction is the synthesis of the cis-disubstituted tetrahydropyran framework by intramolecular cyclization of the enantiopure hydroxyketone 3 with E

Asymmetric Synthesis of (S)-Zearalenone Dimethyl Ether, an Orsellinic Acid Type Macrolide

The synthesis of (S)-zearalenone dimethyl ether is described.The chiral part of the molecule was obtained by asymmetric synthesis monitored by a chiral sulfoxide group and introduced in the very last steps of the synthesis.