Benzyl-functionalized cycloSal-d4T monophosphates.
Synthetic routes to benzyl-functionalized cycloSal-d4T monophosphates (7CH2X-cycloSal-d4TMP) have been developed. Their hydrolytic behavior in basic aqueous solution (pH = 7.3) was studied and their hydrolysis half-lives were determined. It turned out that two different degradation pathways are leading to different products: beside the formation of the expected d4TMP and a styrene type derivative, a phenyl-d4T-phosphodiester was obtained as well. The product distribution was specified.
Renze
J
J
Institute of Organic Chemistry, University of Hamburg, Martin-Luther-King-Platz 6, D-20146 Hamburg, Germany.
Plath
M
M
Ducho
C
C
Balzarini
J
J
De Clercq
E
E
Meier
C
C
D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000737:chemistry*; D054306:Dideoxynucleotides; D006868:Hydrolysis; D007700:Kinetics; D010755:Organophosphates / Q000138:chemical synthesis / Q000737:chemistry; D018119:Stavudine / Q000031:analogs & derivatives; D013936:Thymidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry*; D013942:Thymine Nucleotides
D019380:Anti-HIV Agents; C415254:Cyclosaligenyl-2',3'-didehydro-2',3'-dideoxythymidine monophosphate; D054306:Dideoxynucleotides; D010755:Organophosphates; D013942:Thymine Nucleotides; D018119:Stavudine; D013936:Thymidine