Process for the preparation of amidino phenyl pyrrolidine beta-a

Details Process for the preparation of amidino phenyl pyrrolidine beta-a Process for the preparation of amidino phenyl pyrrolidine beta-a

1994-12-05

1997-03-11

Springer, David B.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D20712

Patent

active

056102968

ABSTRACT:
The invention herein is directed to a process for producing a lactam of the formula ##STR1## from a methionine analog of the formula ##STR2## by treating the methionine analog with trimethylsulfonium halide or trimethylsulfoxonium halide in the presence of a base in a suitable aprotic solvent.
The invention herein is further directed to the preparation of amidinophenyl pyrrolidinyl .beta.-alanine urea analogs using such methionine and lactam compounds as intermediates, which .beta.-alanine urea analogs are useful as antithrombotics.

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patent: 5344957 (1994-09-01), Bovy et al.
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Kottirsch et al. "Fibrinogen Receptor Antagonists Containing a Gamma-Lactam Gly-Asp Isostere" Bioorganic & Medicinal Chemistry Letters, vol. 3, No. 8, pp. 1675-1680 (1993).
D. H. Rich, J. P. Tam "A Convenient Synthesis of the Amino Acid, 1-Aminocyclopropane-1-carboxylic Acid", Synthesis, p. 46 (1978).
Kosaku Noda, et al. "A facile method for the preparation of t-butyloxycarbonylamino acid .rho.-nitroanildes", Int. J. Pept. Protein Res, 36(2), pp. 197-200 (1990).
Norio Sugimoto et al. "3-Substituted 1-phenyl-1-pyrrolidinone", Chemical Abstracts, vol. 63, No. 5, Abstract No. 5606, (1965).

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