Patent ID: 11873307
Assignee: NOVARTIS AG
Field: Organic fine chemistry (Chemistry)
Classification: CPC C  A  Y | IPC C

Claim 22:
23. A method for the manufacture of a compound of Formula I:, , or a pharmaceutically acceptable salt, acid co-crystal, hydrate or other solvate thereof, said method comprising:
reacting a compound of formula V:, , wherein R1 is tert-butoxycarbonyl, and R4 is a carboxyl (—COOH) protecting group, in the presence of a strong base with L-lactide of the formula:, , to provide an intermediate, and subsequently reacting the intermediate with hydroxylamine, or a salt thereof, to yield a compound of formula VII:, , wherein R1 tert-butoxycarbonyl;
hydrogenating the compound of formula VII to yield a compound of formula VIII:, , wherein R1 is tert-butoxycarbonyl;
reacting the compound of formula VIII with an amino protecting group to yield a compound of formula X:, , wherein R1 is tert-butoxycarbonyl, and R2 is a protected amino group;
reducing the compound of formula X to yield a compound of formula XI:, , wherein R1 is tert-butoxycarbonyl, and R2 is a protected amino group;
reacting the compound of formula XI with a leaving group forming agent of the formula LG*-X wherein LG* is an electrophilic radical capable of forming, with a hydroxy to which it is bound, a leaving group LG2, and X is halogen, to yield a compound of formula XII:, , wherein R1 is tert-butoxycarbonyl, R2 is a protected amino group, and LG2 is a leaving group;
cyclizing the compound of formula XII under basic conditions to yield a compound of formula XIII:, , wherein R1 is tert-butoxycarbonyl, and R2 is a protected amino group;
deprotecting the compound of formula XIII, and if required, reacting the resulting compound with HCl to yield a compound of formula II:, and
reacting the compound of formula II with a compound of formula III:, , to yield the compound of Formula I.