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US 2006/0149096 A1Published application
Process for preparation of 7-[a-amino (4-hydroxyphenyl) acetamido]-3-substituted-3-cephem-4-carboxylic acid
AssigneeLupin Limited
InventorsOm Tyagi, Dnyandev Rane, Tushar Srivastava, Krishnarao Sirsath
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Abstract
A process for preparation of 7-[D-α-amino-α-(4-hydroxyphenyl)acetamido]-3-(1-propen-1-yl)-3-cepham-4-carboxylic acid viz. Cefprozil of formula (I) igh purity, substantially free of impurities, which comprises preparation of mixed acid anhydride by selecting the sequence and temperature of addition of the reagents and its subsequent condensation with a protected 7-APCA; followed by hydrolysis, isolation and purification to give Cefprozil of formula (I) in the form of a monohydrate.
Claims2
A mixed acid anhydride of formula (III)
- prepared by a process comprising the steps of
- (a) adding an acylating agent and a base to a mixture of an inert organic solvent and a polar aprotic solvent at a temperature in the range of 0° to 40° C., preferably 20° to 25° C.;
- (b) cooling the solution to a temperature in the range of −70° to −30° C., preferably −35° C. to −50° C.;
- (c) addition of Dane salt of an a-amino-p-hydroxy phenylacetic acid to the cooled solution and agitation at a temperature in the range of −70° to −30° C., preferably −35° C. to −50° C.
1 more element
A mixed acid anhydride of formula (III)
- prepared by a process comprising the steps of
- (a) adding an acylating agent and a base to an inert organic solvent at a temperature in the range of 0° to 40° C., preferably 20° to 25° C.;
- (b) cooling the solution to a temperature in the range of −70° to −30° C., preferably −35° C. to −50° C.;
- (c) addition of Dane salt of an α-amino-p-hydroxy phenylacetic acid to the cooled solution and agitation at a temperature in the range of −70° to −30° C., preferably −35° C. to −50° C.
- (d) addition of a polar aprotic solvent to the above solution and agitation at a temperature in the range of −70° to −30° C., preferably −35° C. to −50° C.
2 more elements
Dependencies are inferred from the claim text.