133399-12-9

Basic information

• Product Name: Acetic acid (1R,2R,3R,4S)-3-hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-ylmethyl ester
• CAS NO: 133399-12-9
• Molecular Weight: 196.246
• Mol File: 133399-12-9.mol

Chemical Properties

• CAS DataBase Reference: Acetic acid (1R,2R,3R,4S)-3-hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-ylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (1R,2R,3R,4S)-3-hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-ylmethyl ester(133399-12-9)
• EPA Substance Registry System: Acetic acid (1R,2R,3R,4S)-3-hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-ylmethyl ester(133399-12-9)

Safety Data

• Hazardous Substances Data: 133399-12-9(Hazardous Substances Data)

Upstream product

• 1200-88-0 norbornene-5,6-dicarboxylic acid 
• 79-20-9 acetic acid methyl ester 
• 699-96-7 (+/-)-(2-endo,3-exo)-bicyclo[2.2.1]hept-5-eno-2,3-dimethanol 
• 79516-58-8 (-)-2-endo-3-exo-Bis(hydroxymethyl)-bicyclo<2.2.1>hept-5-ene 

Relevant articles and documents

Enzymatic resolution of norbor(NE)nylmethanols in organic media and an application to the synthesis of (+)- and (-)-endo-norbornene lactone

The enzymatic resolution of some norbornene carboxylic acids, norbornenylmethanols and -methylamines was evaluated. The kinetic resolution of norbornyl- and norbornenylmethanols by Porcine Pancreatic Lipase (PPL)-catalyzed transesterification in methyl acetate as the solvent leads to corresponding acetates and remaining methanols both of high enantiomeric purity. A useful application is the synthesis of both enantiomers of endo-norbornene lactone 8n via transesterification of iodolactone 18. The influence of structural variations on the efficiency of the PPL-catalyzed resolution of lactone methanols 21, 23, 25 and 28, at the optimal reaction conditions established for iodolactone 18, was investigated.

Enzyme mediated optical resolution of endo-norbornene lactone

The enzymatic resolution of some norbornene esters, -carboxylic acids and -methanols was evaluated. Good results were obtained for the Porcine Pancreatic Lipase (PPL) catalyzed transesterification of norbornene methanols 12 and 13 in methyl acetate. A formal kinetic resolution of endo-norbornene lactone 7 could be achieved through the PPL-catalyzed transesterification of iodolactone 15 in methyl acetate. Both enantiomers of lactone 7 were obtained enantiomerically pure in good overall yields.