99631-16-0

Basic information

• Product Name: ethyl (S)-4-hydroxypentanoate
• Synonyms: ethyl (S)-4-hydroxypentanoate
• CAS NO: 99631-16-0
• Molecular Weight: 146.186
• Mol File: 99631-16-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: ethyl (S)-4-hydroxypentanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (S)-4-hydroxypentanoate(99631-16-0)
• EPA Substance Registry System: ethyl (S)-4-hydroxypentanoate(99631-16-0)

Safety Data

• Hazardous Substances Data: 99631-16-0(Hazardous Substances Data)

Upstream product

• 539-88-8 4-oxopentanoic acid ethyl ester 

Downstream Products

• 61448-27-9 (R)-(-)-phoracantholide I 
• 61448-27-9 (S)-(+)-phoracantholide I 
• 58917-25-2 (R)-5-methyl-2-oxotetrahydrofuran 
• 19041-15-7 (S)-γ-valerolactone 

Relevant articles and documents

Enantioselective hydrogenation of levulinic acid esters in the presence of the RuII-BINAP-HCl catalytic system

The rate of hydrogenation of γ-ketoesters MeCOCH2CH 2COOR (R = Et, Pri, But) in the presence of the chiral RuII-BINAP catalyst (BINAP is 2,2′- bis(diphenylphosphino)-1,1′-binaphthyl) greatly increases upon the addition of 5-10 equivalents of HCl with respect to ruthenium. In the hydrogenation of ethyl levulinate, the optically active γ-hydroxy ester initially formed would cyclize by ～95% to give γ-valerolactone with optical purity of 98-99% ee. When the Ru(COD)(MA)2-BINAP-HCl catalytic system is used (COD is 1,5-cyclooctadiene, MA is 2-methylallyl), complete conversion of the ketoester (R = Et) in EtOH is attained in 5 h at 60°C under an H2 pressure of 60-70 atm.