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US 7,408,075 B1Granted
Synthesis of phosphocholine ester derivatives and conjugates thereof
AssigneeThe United States of America as represented by the Department of Health and Human Services
InventorLouis J Rezanka
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Abstract
Aspects of the present invention include methods of synthesizing phosphocholine analogues and the phosphocholine conjugates formed therefrom and their use in preventing infections caused by microorganisms.
Claims19
A method, comprising the steps of:
- contacting
- with a calcium salt of phosphocholine to form
- and
- reacting said
- with
- to form
- wherein
- X is bromo, chloro, iodo, tosyl, or mesyl;
- R1 is H or alkyl;
- Y is —(CH2)n— optionally substituted at any one or more methylene unit with halo, alkyl, alkenyl, alkynyl, cycloalkyl, alkylcycloalkyl, heterocyclyl, heterocycloalkyl, aryl, aralkyl, aryloxy, heteroaryl, heteroaralkyl, perfluoroalkyl, alkylamido, acyl, acyloxy, alkanesulfonamido, alkoxy, perfluoroalkoxy, alkylamino, carboxamido, carboalkoxy, or carboxyalkyl, or optionally one or more methylene unit is replaced with O, S, or NH, or a combination thereof;
- n is an integer from 0 to 20;
- and
- Z is an electron withdrawing group.
10 more elements
Dependencies are inferred from the claim text.