288839-72-5

Basic information

• Product Name: 1-Isoquinolineacetic acid,1,2,3,4-tetrahydro-,ethyl ester,(1S)-
• Synonyms: 1-Isoquinolineacetic acid,1,2,3,4-tetrahydro-,ethyl ester,(1S)-
• CAS NO: 288839-72-5
• Molecular Formula: C₁₃H₁₇NO₂
• Molecular Weight: 219.282
• Product Categories: Drug Intermediates
• Mol File: 288839-72-5.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Isoquinolineacetic acid,1,2,3,4-tetrahydro-,ethyl ester,(1S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Isoquinolineacetic acid,1,2,3,4-tetrahydro-,ethyl ester,(1S)-(288839-72-5)
• EPA Substance Registry System: 1-Isoquinolineacetic acid,1,2,3,4-tetrahydro-,ethyl ester,(1S)-(288839-72-5)

Safety Data

• Hazardous Substances Data: 288839-72-5(Hazardous Substances Data)

Upstream product

• 4041-77-4 ethyl 3,4-dihydroisoquinoline-1-acetate 
• 109-21-7 butyl butyrate 
• 1424-84-6 1-(ethoxycarbonylmethyl)-1,2,3,4-tetrahydroisoquinoline 
• 105-56-6 ethyl 2-cyanoacetate 
• 622-24-2 2-phenylethyl chloride 

Relevant articles and documents

Lipase-catalyzed kinetic resolution of 1,2,3,4-tetrahydroisoquinoline-1-acetic acid esters

The enantiomers of 1,2,3,4-tetrahydroisoquinoline- and 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-1-acetic acids were prepared via Burkholderia cepacia lipase (lipase PS-D)-catalyzed kinetic resolution of the corresponding ethyl and 2-methoxyethyl esters using enantioselective (E > 200) hydrolysis in DIPE. The (S)-acids were produced enzymatically, whereas the (R)-acids were obtained via the chemical hydrolysis of the unreacted (R)-esters. The solvent and its water content had major effects on both reactivity and enantioselectivity. The methoxyethyl moiety of the ester had a key role concerning the reactivity of the substrates.