Aspects of Peptidomimetics - Peptide and Protein Design for Biopharmaceutical Applications - page 111

[100] T. Satoh, M. Hirano, A. Kuroiwa and Y. Kaneko, A synthesis of optically active
alpha-quaternary alpha-amino acids and esters by assembling three components,
ketones, (R)-chloromethyl p-tolyl sulfoxide and sodium azide, via sulfinyloxiranes,
Tetrahedron , 62, 9268-9279 (2006).
[101] M. Koppitz, G. Reinhardt and A. van Lingen, Solid-phase synthesis of substituted
3-amino-3 0 -carboxy-tetrahydrocarbazoles, Tetrahedron Lett ., 46, 911-914 (2005).
[102] S. Pruhs, C. Dinter, T. Blume, A. Schutz, M. Harre and H. Neh, Upscaling the solid-
phase synthesis of a tetrahydrocarbazole in chemical development, Org.Process
Res.Dev ., 10, 441-445 (2006).
[103] S. J. Shuttleworth, M. E. Lizarzaburu, A. Chai and P. Coward, Identification and
optimization of novel partial agonists of Neuromedin B receptor using parallel
synthesis, Bioorg.Med.Chem.Lett ., 14, 3037-3042 (2004).
[104] R. Millet, J. F. Goossens, K. Bertrand-Caumont, P. Chavatte, R. Houssin and
J. P. Henichart, Synthesis and biological evaluation of conformationally restricted
derivatives of tryptophan as NK1/NK2 ligands, Lett.Pept.Sci ., 6, 221-233 (1999).
[105] P. W. Schiller, G. Weltrowska, T. M. D. Nguyen, B. C. Wilkes, N. N. Chung and
C. Lemieux, Conformationally restricted deltorphin analogues, J.Med.Chem ., 35,
3956-3961 (1992).
[106] D. Tourwe´, K. Iterbeke, G. T¨r¨ k, G. Laus, F. Fulop, A. Pe´ter, F. Richard and
P. Kitabgi, Pro 10 -Tyr 11 substitutions provide potent or selective NT(8-13) analo-
gues, In: Benedetti, E. and Pedone, C., Peptides. Proceedings of the 27th European
Peptide Symposium, 304-305, Napoli, Italy, 2002.
[107] G. A. Flynn, E. L. Giroux and R. C. Dage, An acyl-iminium ion cyclization route to a
novel conformationally restricted dipeptide mimic - applications to angiotensin-
converting enzyme-inhibition, J.Am.Chem.Soc ., 109, 7914-7915 (1987).
[108] S. E. Delaszlo, B. L. Bush, J. J. Doyle, W. J. Greenlee, D. G. Hangauer,
T. A. Halgren, R. J. Lynch, T. W. Schorn and P. K. S. Siegl, Synthesis and use of
3-amino-4-phenyl-2-piperidones and 4-amino-2-benzazepin-3-ones as conforma-
tionally restricted phenylalanine isosteres in renin inhibitors, J.Med.Chem ., 35,
833-846 (1992).
[109] G. A. Flynn, D. W. Beight, S. Mehdi, J. R. Koehl, E. L. Giroux, J. F. French,
P. W. Hake and R. C. Dage, Application of a conformationally restricted Phe-Leu
dipeptide mimetic to the design of a combined inhibitor of angiotensin I-converting
enzyme and neutral endopeptidase-24.11, J.Med.Chem ., 36, 2420-2423 (1993).
[110] A. M. Warshawsky, G. A. Flynn, J. R. Koehl, S. Mehdi and R. J. Vaz, The synthesis
of aminobenzazepinones as anti-phenylalanine dipeptide mimics and their use in
NEP inhibition, Bioorg.Med.Chem.Lett ., 6, 957-962 (1996).
[111] T. Le Diguarher, J. C. Ortuno, D. Shanks, N. Guilbaud, A. Pierre, E. Raimbaud,
J. L. Fauchere, J. A. Hickman, G. C. Tucker and P. J. Casara, Synthesis of
N,N 0 -disubstituted 3-aminobenzo[c] and [d]azepin-2-ones as potent and specific
farnesyl transferase inhibitors, Bioorg.Med.Chem.Lett ., 14, 767-771 (2004).
[112] J. R. Casimir, D. Tourw´, K. Iterbeke, G. Guichard and J. P. Briand, Efficient
synthesis of (S)-4-phthalimido-1,3,4,5-tetrahydro-8-(2,6-dichlorobenzyloxy)-3-oxo-
2H- 2-benzazepin-2-acetic acid (Pht-Hba(2,6-Cl-2-Bn)-Gly-OH), J.Org.Chem ., 65,
6487-6492 (2000).
[113] K. Van Rompaey, I. Van den Eynde, N. De Kimpe and D. Tourw´, A versatile synthesis
of 2-substituted 4-amino-1,2,4,5-tetrahydro-2-benzazepine-3-ones, Tetrahedron , 59,
4421-4432 (2003).