6289-62-9

Usage

InChI:InChI=1/C13H18O4/c1-8(14)16-6-12-10-3-4-11(5-10)13(12)7-17-9(2)15/h3-4,10-13H,5-7H2,1-2H3

Upstream product

• 79-20-9 acetic acid methyl ester 
• 79516-58-8 (-)-2-endo-3-exo-Bis(hydroxymethyl)-bicyclo<2.2.1>hept-5-ene 
• 699-96-7 (+/-)-(2-endo,3-exo)-bicyclo[2.2.1]hept-5-eno-2,3-dimethanol 
• 75-36-5 acetyl chloride 
• 4582-21-2 endo,exo-bicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic acid dichloride 
• 542-92-7 cyclopenta-1,3-diene 
• 1200-88-0 norbornene-5,6-dicarboxylic acid 

Downstream Products

• 78037-77-1 (+)-2-endo-3-exo-Bis(hydroxymethyl)-bicyclo<2.2.1>hept-5-ene 
• 79516-58-8 (-)-2-endo-3-exo-Bis(hydroxymethyl)-bicyclo<2.2.1>hept-5-ene 

Relevant academic research and scientific papers

Cyclopentanedi- and tricarboxylic acids as squalene synthase inhibitors: Syntheses and evaluation

Based on earlier lead squalene synthase inhibitor A-87049 (3) and zaragozic acids, a series of cyclopentanedi- and tricarboxylic acids were synthesized and evaluated against the enzyme. Some exhibited good potency and SAR revealed the importance of conformation and substitution pattern of these synthetic inhibitors.

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.