36330-16-2Relevant academic research and scientific papers
Dynamic enzymatic kinetic resolution of methyl 2,3-dihydro-1h-indene-1- carboxylate
Pietruszka, Joerg,Simon, Robert Christian,Kruska, Fabian,Braun, Manfred
, p. 6217 - 6224 (2009)
A new reaction setup for kinetic enzymatic resolution was established and is demonstrated for the case of the hydrolase-catalysed conversion of methyl 2,3-dihydro-1H-indene1-carboxylate (1) in conjunction with a base-catalysed racemisation. The system allows controlled racemisation, resulting in efficient dynamic kinetic resolution (DKR) of the title compound. Short reaction times and high enantio-selectivities were obtained with CAL-B and TBD (1,5,7-triazabicyclo[4,4.0]dec-5-ene). Compound (R)-1 (ee 95%) served as a starting material in a domino reaction that led to the biaryl indanyl ketone (R)-8, a lead compound for novel inhibitors of peptidyl-prolyl-cis/irans- isomerases, in 94 % ee. Wiley-VCH Verlag GmbH & Co. KGaA,.
