Synthesis and purification of valacyclovir

Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen bonded directly to ring carbon of the purine ring...

Reexamination Certificate

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Reexamination Certificate

active

06849737

ABSTRACT:
The present invention relates to protected valacyclovir, N-tert-butoxycarbonyl-L-valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy] ethyl ester, and a method of making it. The present invention further relates to a method of making valacyclovir including the steps of coupling an amine protected valine selected from N-t-butoxycarbonyl valine and N-formyl valine with acyclovir using a coupling agent to form a protected valacyclovir, and deprotecting the protected valacyclovir to form valacyclovir or a pharmaceutically acceptable salt thereof. The present invention further relates to valacyclovir in pure form, a method of making pure valacyclovir, and to compositions containing pure valacyclovir.

REFERENCES:
patent: 4199574 (1980-04-01), Schaeffer
patent: 4957924 (1990-09-01), Beauchamp
patent: 6040446 (2000-03-01), Dvorak et al.
patent: 6107302 (2000-08-01), Carter et al.
patent: 6218568 (2001-04-01), Dvorak et al.
patent: 20030114470 (2003-06-01), Wizel et al.
patent: WO 9725989 (1997-07-01), None
patent: WO 9803553 (1998-01-01), None
Goodman & Gilman, The Pharmacological Basis of Therapeutics, 1193-1198 (9thed. 1996).

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