224580-59-0

Basic information

• Product Name: 2H-Pyran-2-one,tetrahydro-4-hydroxy-5-methyl-6-(1-methylethyl)-,(4S,5S,6R)-(9CI)
• Synonyms: 2H-Pyran-2-one,tetrahydro-4-hydroxy-5-methyl-6-(1-methylethyl)-,(4S,5S,6R)-(9CI)
• CAS NO: 224580-59-0
• Molecular Formula: C9H16O3
• Molecular Weight: 0
• Product Categories: ISOPROPYL
• Mol File: 224580-59-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2H-Pyran-2-one,tetrahydro-4-hydroxy-5-methyl-6-(1-methylethyl)-,(4S,5S,6R)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-2-one,tetrahydro-4-hydroxy-5-methyl-6-(1-methylethyl)-,(4S,5S,6R)-(9CI)(224580-59-0)
• EPA Substance Registry System: 2H-Pyran-2-one,tetrahydro-4-hydroxy-5-methyl-6-(1-methylethyl)-,(4S,5S,6R)-(9CI)(224580-59-0)

Safety Data

• Hazardous Substances Data: 224580-59-0(Hazardous Substances Data)

Upstream product

• 224580-62-5 (4S,5R)-3-<(2'R,3'R)-3'-<(tert-Butyldimethylsilyl)oxy>-2',4'-dimethylpentanoyl>-4-methyl-5-phenyloxazolidin-2-one 
• 224580-60-3 (4S,5R)-3-<(2'R,3'R)-3'-Hydroxy-2',4'-dimethylpentanoyl>-4-methyl-5-phenyloxazolidin-2-one 
• 116660-67-4 (2S,3R)-3-<(tert-Butyldimethylsilyl)oxy>-2,4-dimethylpentanal 
• 97848-37-8 (2S,3R)-3-<(tert-Butyldimethylsilyl)oxy>-2,4-dimethylpentanol 
• 795279-41-3 (4S,5R)-5-hydroxy-4,6-dimethyl-3-oxoheptanoic acid methyl ester 
• 637029-42-6 (2R,3R,4S)-4-Hydroxy-2-isopropyl-3-methyl-cyclopentanone 
• 224580-63-6 tert-Butyl (3SR,4S,5R)-5-<(tert-butyldimethylsilyl)oxy>-3-hydroxy-4,6-dimethylheptanoate 
• 795279-40-2 (2R,3R)-2-(5-methoxycyclohexa-1,4-dienyl)-4-methylpentan-2-ol 

Downstream Products

• 128683-72-7 (+)-5(S)-methyl-6(R)-isopropyl-5,6-dihydro-pyran-2-one 

Relevant articles and documents

Application of sulfur ylide mediated epoxidations in the asymmetric synthesis of β-hydroxy-δ-lactones. Synthesis of a mevinic acid analogue and (+)-prelactone B

Catalytic and stoichiometric asymmetric sulfur ylide reactions were employed to prepare alkyl-aryl epoxide intermediates in a convergent manner. These epoxides were utilized in efficient syntheses of the mevinic acid analogue 1 and prelactone B. Graphical abstract.

Synthesis of prelactone B

Prelactone B (1a) and its isomer 1b are possible products of a truncated avermectin polyketide synthase. In order to make them available as reference compounds they were synthesized in a six-step synthesis with 56% overall yield.