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US 9,006,421 B2Granted
Cephalosporin compositions and methods of manufacture
AssigneeCubist Pharmaceuticals, Inc.
InventorsJan-Ji Lai, Pradip M. Pathare, Laxma Kolla, Adrien F. Soret
Life of this patent
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Abstract
Provided herein is a method for the synthesis of cephalosporin antibiotic compounds comprising the conversion of a protected 7-amino group into a 7-carboxamide moiety in a single step.
Claims16
A method for preparing a compound of formula (II), or a salt thereof,
- comprising the step of reacting a compound of formula (III), or a salt thereof,
- with a compound of formula (IV), or a salt thereof,
- in a mixture comprising an organic solvent and water, to form a compound of formula (II), or a salt thereof;
- wherein:
- R1 is selected from the group consisting of:
- wherein Z′ is independently hydrogen or an oxygen protecting group;
- Y is selected from the group consisting of:
- wherein R′ is selected from the group consisting of hydrogen and an oxygen protecting group;
- R2 is hydrogen;
- R3 is selected from the group consisting of hydrogen and an oxygen protecting group;
- and
- R4 and R4, are each independently selected from the group consisting of:
- and —CH═CH2, wherein each occurrence of A is independently an anion, and
- X is —OSO2R8, wherein R8 is methyl.
11 more elements
Dependencies are inferred from the claim text.