Process for (3R, 5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-[(4-hydroxy methyl phenyl amino) carbonyl]-pyrrol-1-yl]-3,5-dihydroxy-heptanoic acid hemi calcium salt

A process of making 3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-[(4-hydroxy methyl phenyl amino)carbonyl]-pyrrol-1-yl]-3,5-dihydroxy-heptanoic acid hemi calcium salt of Formula I,

• the method comprising:
• (a) reacting a compound of Formula II with a compound of Formula III,
• to form a compound of Formula of IV (wherein R is alkyl, aryl or arylalkyl);
• (b) reacting the compound of Formula IV with benzaldehyde to form a compound of Formula V;
• (c) reacting the compound of Formula V with 4-fluorobenzaldehyde to form a compound of Formula VI;
• (d) reacting the compound of Formula VI with a compound of Formula VII,
• to form the compound of Formula VIII;
• (e) deprotecting the compound of Formula VIII to form a compound of Formula IX;
• (f) reducing the compound of Formula IX in the presence of a reducing agent and a hydrocarbon solvent to form a compound of Formula X;
• (g) deprotecting the compound of Formula X to form a compound of Formula XI;
• and
• (h) converting the compound of Formula XI to compound of Formula I in ethanol:water (4:1) in presence of calcium hydroxide and a phase transfer catalyst selected from the group consisting of tetraalkylammonium halide, tetrabutylammonium hydrogen sulfate, tetrabutylammonium thiocyanate, tetrabutylammonium tetrafluoroborate, benzyltributylammonium chloride and tetraalkylphosphonium halide,
• wherein purification of products of the steps (a) to (h) is carried out without using column chromatography, and the reaction in step (h) involves a one-pot conversion of compound of Formula XI to the calcium salt of Formula I.