Synthesis of (alkoxycarbonyloxy)methyl, (acyloxy)methyl and (oxodioxolenyl)methyl carbamates as bioreversible prodrug moieties for amines

Bioorganic and Medicinal Chemistry Letters

Volumn 7, Issue 22, 1997, Pages 2909-2912

  Li, Zhong ^a   Bitha, Panayota ^a   Lang Jr , Stanley A ^a   Lin, Yang I ^a  

^a PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZYLAMINE; CARBAMIC ACID DERIVATIVE; PHENYLALANINE; PRODRUG;

ARTICLE; DRUG ABSORPTION; DRUG STABILITY; DRUG SYNTHESIS; METHYLATION; PHYSICAL CHEMISTRY;

EID: 0030670763     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(97)10111-1     Document Type: Article

References (12)

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5. (b) Gogate, U. S.; Repta, A. J.; ibid. 1987, 40, 249.
6. Folkmann, M.; Lund, F. J. Synthesis 1990, 1159.
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8. Butcher, K. J. Synlett. 1994, 825.
9. The alkylating agent 10 was synthesized by reaction of chloromethyl chloroformate with ethanol, followed by treatment with sodium iodide in acetonitrile.
10. Iyer, R. P.; Yu, D.; Ho, N.; Agrawal, S. Synth. Commun. 1995, 25, 2739.
11. +.
12. Alexander, J.; Bindra, D. S.; Glass, J. D.; Holahan, M. A.; Renyer, M. L.; Rork, G. S.; Sitko, G. R.; Stranieri, M. T.; Stupienski, R. F.; Veerapanane, H.; Cook, J. J. J. Med. Chem. 1996, 39, 480.