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Download e-book for kindle: Advances in Amino Acid Mimetics and Peptidomimetics, Volume by A. Abell

By A. Abell

ISBN-10: 0080552633

ISBN-13: 9780080552637

ISBN-10: 0762306149

ISBN-13: 9780762306145

Peptidomimetics have stumbled on vast program as bioavailable, and infrequently powerful mimetics of ordinary peptides. They shape the foundation of significant sessions of enzyme inhibitors, they act as receptor agonists and antagonists, and so they have even been used to imitate DNA constitution. fresh advances within the use of solid-phase natural synthesis have cleared the path for the instruction of libraries of those constructions to permit the swift optimization of theri organic houses and as a result healing power. we're additionally commencing to achieve a better realizing of the structural beneficial properties of this classification of compounds that impression their skill to permeate membranes, and their cost of clearance and metabolism. This quantity brings jointly a lot of those severe concerns through highlighting contemporary advances in a couple of middle peptidomimetic-based study.

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Extra resources for Advances in Amino Acid Mimetics and Peptidomimetics, Volume 2, Volume 2 (Advances in Amino Acid Mimetics and Peptidomimetics) (Advances in Amino Acid Mimetics and Peptidomimetics)

Example text

Cleavage with HF/anisole then freed the thiomorpholine-3-one derivatives 68 from the solid support. The authors note that when bulky substituents are used at R I (Ph, i-Pr), poor purity was obtained. However, with simple substitutions at R l (H, Me, Et), the authors report that excellent results were obtained. Scheme 15. The Houghton synthesisof diazepines. 20 O. WALLACE, D. WHITEHOUSE, and D. DODD Scheme 16. Synthesisof thiomorpholine-3-ones. There has been considerable interest in the solid-phase synthesis of sulfonamides.

Scheraga, H. A. J. Am. Chem. Soc. 1984, 106, 7959. (c) Friedinger, R. ; Veber, D. E; Pedow, D. ; Saperstein, R. Science 1980, 210, 656. 8. Bach, A. ; Ripka, W. C. Int. J. Peptide Protein. Res. 1991, 38, 314. 9. ; Robinson, L A. Tetrahedron Lett. 1994, 35, 861. 10. ; Bertenshaw, S. Tetrahedron Lett. 1989, 30, 2317. 11. Hinds, M. ; Richards, N. G. ; Robinson, J. A. J. Chem. , Chem. Commun. 1988, 1447. 12. ; Kramer, W. Angew. , Int. Ed. Engl. 1996, 35, 2222. 13. Virgilio, A. J. AnL Chen~ Soc. 1994, 116, 11580.

Ketopiperazine 153 (Scheme 39) was converted to phenol 154 via selective protection of the secondary amine, N-alkylation of the amidic nitrogen with 4-benzyloxybenzyl chloride, followed by hydrogenolysis of the benzyl ether. Scheme 37. Synthesisof PMI inhibitors. 42 O. WALLACE, D. WHITEHOUSE,and D. DODD . O N. HH ~~"OH Erbstatin 0 O O 121 Peptideinhibitor147 UH R1 ,R, N~H I R2 o Inhibitor148 Figure I1. Potentialtyrosine kinase inhibitors. Coupling of phenol 154 to 2-chlorotrityl resin, with subsequent dibenzylation yielded the dibenzylpiperazine resin 155.

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Advances in Amino Acid Mimetics and Peptidomimetics, Volume 2, Volume 2 (Advances in Amino Acid Mimetics and Peptidomimetics) (Advances in Amino Acid Mimetics and Peptidomimetics) by A. Abell


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