Synthesis of piperazinones and their application in constrained mimetics of the growth hormone secretagogue NN703

Tetrahedron Letters

Volumn 40, Issue 18, 1999, Pages 3651-3654

  Hansen, Thomas K ^a   Schlienger, Nathalie ^b   Hansen, Birgit S ^a   Andersen, Peter H ^a   Bryce, Martin R ^b  

^a NOVO NORDISK A S   (Denmark)

^b DURHAM UNIVERSITY   (United Kingdom)

Author keywords

Amino acids; Boron and compounds; Peptide mimetics; Piperazinone

Indexed keywords

AMINO ACID; GROWTH HORMONE RELEASING FACTOR; PIPERAZINE DERIVATIVE; PIPERAZINONE DERIVATIVE; TABIMORELIN; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CHEMICAL STRUCTURE; MOLECULAR MODEL; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0033617269     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00525-0     Document Type: Article

References (10)

1. 1 (a) Growth Hormone Secretagogues, Eds; Bercu, B. B and. Walker, R. F; Springer-Verlag, New York, 1996. (b) Smith, R. G.; Ploeg, L. T. V. D.; Howard, A. D.; Feighner, S. D; Cheng, K.; Hickey, G. J.; Wyvratt, J. J.; Fisher, M. H.; Nargund, R. P.; Patchett, A. A. Endocr. Rev. 1997, 18(5), 621.
2. 1 (a) Growth Hormone Secretagogues, Eds; Bercu, B. B and. Walker, R. F; Springer-Verlag, New York, 1996. (b) Smith, R. G.; Ploeg, L. T. V. D.; Howard, A. D.; Feighner, S. D; Cheng, K.; Hickey, G. J.; Wyvratt, J. J.; Fisher, M. H.; Nargund, R. P.; Patchett, A. A. Endocr. Rev. 1997, 18(5), 621.
3. 2 Hansen, T. K.; Ankersen, M.; Hansen, B. S.; Raun, K.; Nielsen, K. K.; Lau, J.; Peschke, B.; Lundt, B. F.; Thøgersen, H.; Johansen, N. L.; Madsen, K.; Andersen, P. H.; J. Med. Chem. 1998, 41(19), 3705.
4. 3 Experimental details can be found in WO 97/40023.
5. 4 Dueholm K, Org. Prep. Proceed. Int. 1993, 25(4), 457.
6. 5 A medicinal chemistry paper on close analogues is in preparation.
7. 6 Petasis, N. A.; Zavialov, I. A; J. Am. Chem. Soc. 1998, 120, 11798.
8. 7 Yamashita, T.; Takenaka, H.; Kojima, Y.; Amino Acids 1993, 4, 187.
9. 8 Raun, K.; Hansen, B.S.; Johansen, N. L.; Thøgersen, H.; Madsen, K.; Ankersen, M.; and Andersen, P. H.; Eur. J. Endocrin. 1998, 139(5), 552.
10. 9 Yang, L.; Moriello, G.; Pan, Y.; Nargund, R. P.; Barakat, K.; Prendergast, K.; Cheng, K., Chan, W. W.; Smith, R. G.; Patchett, A. A.; Bioorg. Med. Chem. Lett. 1998 8, 759.