Patent ID: 8637457

Claim:
A process for preparing a compound of Formula 3 comprising the steps of: a) providing a compound of formula 6 wherein R′ is C 1-5 alkyl; b) forming a 2-anion of the compound of formula 6 in the presence of a complexing agent; c) carboxylating the 2-anion of formula 6 of step b) to give a racemic mixture of cis- and trans-octahydrocyclopenta[c]pyrrole-1-carboxylic acids of formula 7; d) equilibrating a trans-/cis-mixture of the compounds of formula 7 in the presence of a suitable base to produce a predominantly trans-cis racemic acid of formula 8 wherein the trans-/cis- ratio is greater than 80 to 20; e) forming a salt of the compound of formula 8 with an optically active base; f) crystallizing the salt of step e) to provide an optically active salt of formula 9; g) esterifying the carboxylic acid of formula 9 with a compound containing the R 3 group, wherein R 3 is an optionally substituted alkyl or aralkyl; h) removing the —COOR′ protecting group from the compound of step g) to produce a compound of Formula 1: i) reacting the amino-ester of Formula 1 with R 1 COOH in the presence of a coupling reagent to produce a compound of Formula 1a; j) hydrolyzing the ester of the compound of Formula 1a; and k) reacting the carboxylic acid of step j) with a compound containing the R 2 group in the presence of a coupling reagent, to produce the compound of Formula 3; wherein R 1 is RW—, P 2 —, P 3 -L 2 -P 2 —, or P 4 -L 3 -P 3 -L 2 -P 2 —; W is a bond; T is —C(O)—; R is H, an optionally substituted aliphatic, an optionally substituted aryl, or an optionally substituted heteroaryl; R 5 is an aliphatic; R 6 is H; Each of R 7 and R 7 ′ is independently H or an optionally substituted cycloaliphatic; R 8 is H or a protecting group; R 2 is —(NH—CR 4 ′R 5 ′—C(O)—C(O))—NHR 4 or —(NH—CR 4 ′R 5 ′—CH(OH)—C(O))—NHR 4 ; R 4 is H, an optionally substituted aliphatic, or an optionally substituted cycloaliphatic; and Each of R′ 4 and R′ 5 is independently H or an optionally substituted aliphatic.