C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/114.7
C07D 499/12 (2006.01) A61K 31/43 (2006.01) C07D 285/06 (2006.01) C07D 499/00 (2006.01) C07D 499/68 (2006.01) C12P 37/00 (2006.01)
Patent
CA 1049505
ABSTRACT OF THE DISCLOSURE This specification discloses a novel alpha-amino-alpha- (p-acyloxyphenyl)acetamidopenicillanic acid which is useful as an antibacterial agent. It also discloses a novel process for the production of 6-D-(-)alpha-amino-alpha-(p-hydroxy- phenylacetamido)-penicillanic acid (also known as amoxycillin). There is disclosed a process for the preparation of 6-D-(-)alpha-amino-alpha-(p-acetoxyphenylacetamido)- penicillanic acid, or a pharmaceutically acceptable salt thereof, substantially free of the L-(+) isomer, which procegs comprises reacting a compound of the formula Image (I) or a silyl ester or salt thereof with an acylating agent of the formula Image (II) in which B is an amino-protecting group, and removing the amino-protecting group to produce the named compound or a pharmaceutically acceptable salt thereof, and, if desired, either before or after removal of B, converting by methods known per se the product in the form of the free acid or silyl ester or salt thereof to the corresponding free acid or pharm- aceutically acceptable salt thereof; said compound of formula (II) being in the D-(-) form, substantially free of the L-(+) isomer.
226671
Bouzard Daniel
Weber Abraham
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