Peptide β-turn mimetic compounds and processes for...

Details Peptide β-turn mimetic compounds and processes for... Peptide β-turn mimetic compounds and processes for...

2005-03-29

2005-03-29

Celsa, Bennett (Department: 1639)

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

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

C544S387000

Reexamination Certificate

active

06872825

ABSTRACT:
The subject invention involves compounds having structure (I), wherein: (a) R1 is hydrogen or alkyl; and R2 is selected from hydrogen, alkyl, aryl, heterocyclyl, carboxy and its esters and amides; or R1 and R2 are attached and are together alkylene or heteroalkylene; (b) R4 is selected from aryl, heteroaryl, and α,β-unsaturated conjugated aryl or heteroaryl; and (c) R5 is selected from hydrogen, alkyl, aryl, and heterocyclyl; and an optical isomer, diesteriomer, or enantiomer thereof; a salt, hydrate, ester, amide or imide thereof. The subject invention also includes libraries of such compounds, and processes for making the subject compounds and libraries.

REFERENCES:
patent: WO 9715577 (1997-05-01), None
patent: WO 9849168 (1998-11-01), None
Gillespie, P. et al., “Conformational Analysis of Dipeptide Mimetics”,Biopoly, 1997, pp. 191-217, vol. 43.
Venkatachalam, C.M. et al., “Sterochemical Criteria for Polypeptides and Proteins. V. Conformation of a System of Three Linked Peptide Unites”,Biopolymers, 1968, pp. 1425-1436, vol. 6.
Ball, J. B. et al., “β-Turn Topography”,Tetrahedron, 1993, pp. 3467-3478, vol. 49, No. 17.
Kahn, M., “Peptide Secondary Structure Mimetics: Recent Advances and Future Challenges”,SYNLETT, Nov. 1993, pp. 821-826.
Hanessian, S. et al., “Design and synthesis of conformationally Constrained Amino Acids as Versatile Scaffolds and Peptide Mimetics”Tetradehron, 1997, pp. 12789-12854, vol. 53, No. 38.
Golebiowski, A. et al., “Solid-Supported Synthesis of Peptide β-turn Mimetic”,Org. Letters, 2000, pp. 2615-2617, vol. 2, No. 17.
Golebiowski, A. et al., “Solid Supported High-Throughput Organic Synthesis of Peptide β-Turn Mimetics Via Tandem Petasis Reaction/Diketopiperazine Formation”,Tetrahedron Letters, Jun. 2000, pp. 4841-4844.
Senanayake C. H. et al., “Asymmetric synthesis of Conformationally Constrained cis-1-Amino-1-phenylclohexan-2-ol”.Tetrahedron, May 1996, pp. 1501-1506, vol. 7, No. 5.

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