Patent ID: 6891046
Filing Date: 2005-05-10
Classification: C07D

Abstract:
1. A process for preparing a polypyrrolinone having the formula (38): wherein: R is independently selected from a group consisting of a straight C R R R R R n is 0 to 3; o is 1 to 4; comprising the steps: (a) reacting an α-amino-α-substituted-1,4-dioxo compound (39), optionally with an alkoxycarbonyl protecting group, with a 2-substituted-2-aminovalerolactone, trimethylorthoformate, optionally in the presence of a solvent, to produce imine (40)  wherein: (b) cyclizing (40) by forming metalloimine carbanion with base optionally in the presence of a crown ether to form a pyrrolinone (41); (c) oxidizing the primary alcohol to the corresponding aldehyde; (d) repeating steps (a)-(c)m times to produce polypyrrolinone (42); (e) terminating the synthesis by repeating steps (a) through (b) using α-substituted amino ester in (f) place of the valerolactone in step (a) to yield (43).