Patent ID: 11884613
Assignee: CHIROGATE INTERNATIONAL INC.
Field: Organic fine chemistry (Chemistry)
Classification: CPC C | IPC C

Claim 0:
1. A process for preparing compound of Formula 4:, wherein Y is —CH2OP or —COOR1; P is H or a hydroxyl protective group; R1 is C1-7-alkyl, aryl or aralkyl, each of which is unsubstituted or substituted by C1-4-alkyl, C2-7-alkenyl, C2-7-alkynyl, nitro, halogen or alkoxy; R2 is H or C1-4-alkyl; and R3 is C1-7-alkyl, C2-7-alkynyl, aryl or aryloxy, each of which is unsubstituted or substituted by C1-4-alkyl, halogen, or trihalomethyl, the process comprising the steps of:
(1) reacting a starting compound of Formula 1:, wherein X is F, Cl, Br, I, or —OTs; P1 is a hydroxyl protective group; and Y is as defined above, with a starting cuprate derived from a compound of Formula L1, Formula L2, or Formula L3:, wherein X1 is Cl, Br, or I; P2 is a hydroxyl protective group; and R2 and R3 are as defined above, to form a compound of Formula 2:, wherein P, X, Y, R2 and R3 are as defined above;

(2) methylenation of a ketone radical of the compound of Formula 2 to form a compound of the following formula 3:, wherein P, X, Y, R2 and R3 are as defined above;

(3) performing an intramolecular cyclization reaction to the compound of Formula 3 to form the compound of Formula 4:, wherein P, Y, R2 and R3 are as defined above; and

(4) optionally performing a deprotecting reaction for removing P1 and/or P2.