Patent ID: 7842814
Filing Date: 2010-11-30
Classification: A61P,C07D,Y02P

Abstract:
1. A method of chemical synthesis comprising the steps of: (a) reacting a compound of formula (I): with a compound of formula (II): to form a compound of formula (III): (b) deprotecting the compound of formula (III) to form a compound of formula (IV): (c) performing an intramolecular aldol reaction on the compound of formula (IV) to form a compound of formula (V): (d) cleaving the carbon-carbon double bond of the compound of formula (V) and cyclizing the cleaved double bond with the tertiary hydroxy group to form a compound of formula (VI): (e) protecting the hemiacetal of the compound of formula (VI) to form a compound of formula (VII): (f) reducing the COOR (g) oxidizing the alcohol of the compound of formula (VIII) to form a compound of formula (IX): (h) adding R (i) removing PG (j) protecting the primary hydroxy group of the compound of formula (XXIII) to form a compound of formula (XXIV): (k) cleaving the aminal group of the compound of formula (XXIV) to form a compound of formula (XXV): (l) protecting the secondary alcohol of the compound of formula (XXV) to form a compound of formula (XXVp): (m) converting the primary alcohol group and removing the PG (n) removing the PG (o) protecting the primary alcohol of the compound of formula (XXVII) with the PG (p) performing a lactonization reaction on the compound of formula (XXVI) to form a compound of formula (XXVIII): (q) removing the PG wherein: R R R R R each R R Y is oxygen or sulfur; Z is a halogen; and PG