Synthesis of sterically hindered peptide analogs using diphenyl phosphite as the coupling reagent

Bioorganic Chemistry

Volumn 33, Issue 5, 2005, Pages 386-392

  Yang, Ting ^a   Lin, Changxue ^a   Fu, Hua ^a   Jiang, Yuyang ^a   Zhao, Yufen ^a  

^a TSINGHUA UNIVERSITY   (China)

Author keywords

Coupling reagent; Diphenyl phosphite; Hindered peptide; Secondary amine

Indexed keywords

BIPHENYL DERIVATIVE; PEPTIDE DERIVATIVE; PHOSPHITE; TERTIARY AMINE;

ANALYTIC METHOD; ARTICLE; CHEMICAL REACTION; PRIORITY JOURNAL; REACTION ANALYSIS; SYNTHESIS;

AMINO ACIDS; INDICATORS AND REAGENTS; MAGNETIC RESONANCE SPECTROSCOPY; PEPTIDES; PHOSPHONIC ACIDS; STEREOISOMERISM;

EID: 26044465804     PISSN: 00452068     EISSN: 10902120     Source Type: Journal    
DOI: 10.1016/j.bioorg.2005.05.003     Document Type: Article

References (16)

1. N. Fusetani, and S. Matsunaga Chem. Rev. 93 1993 1793
2. B.S. Davidson Chem. Rev. 93 1993 1771
3. P. Wipf Chem. Rev. 95 1995 2115
4. J.M. Humphrey, and A.R. Chamberlin Chem. Rev. 97 1997 2243
5. D.T. Elmore Amino Acids, Peptides, Proteins 33 2002 83
6. S.Y. Han, and Y.A. Kim Tetrahedron 60 2004 2447
7. J.C.H.M. Wijkmans, F.A.A. Blok, G.A. van der Marel, J.H. van Boom, and W. Bloemhoff Tetrahedron Lett. 36 1995 4643
8. K.J. Hale, and L. Lazarides Org. Lett. 4 2002 1903
9. P. Li, and J.C. Xu J. Pept. Res. 55 2000 110
10. S.-H. Chen, V. Farina, D.M. Vyas, T.W. Doyle, B.H. Long, and C. Fairchild J. Org. Chem. 61 1996 2065
11. F.S. Gibson, and H. Rapoport J. Org. Chem. 60 1995 2615
12. P. Liu, B.-Y. Sun, X.-H. Chen, G.-I. Tian, and Y.-H. Ye Synth. Commun. 32 2002 473
13. L.A. Carpino, E.M.E. Mansour, and D. Sadat-Aalaee J. Org. Chem. 56 1991 2611
14. P. Li, and J.C. Xu Tetrahedron 56 2000 9949
15. N. Yamazaki, and F. Higashi Tetrahedron Lett. 1972 5047
16. N. Yamazaki, and F. Higashi Tetrahedron 30 1974 1323