Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 29, 1999 - Issue 14
56
Views
6
CrossRef citations to date
0
Altmetric
Original Articles

A Convenient Preparation of (2SR,3S)-3-Amino-2-hydroxy-4-phenylbutanoic Acid; an Important Peptide Bond Isostere

&
Pages 2515-2525 | Received 12 Nov 1998, Published online: 17 Sep 2007

References

  • Babine , R. E. and Bender , S. L. 1997 . Chem. Rev. , 97 : 1359
  • Huff , J. R. 1991 . J. Med. Chem. , 34 : 2305
  • West , L. M. and Fairlie , D. P. 1995 . TiPS , 16 : 67
  • Kempf , D. J. and Sham , H. L. 1996 . Current Pharmaceutical Design , 2 : 225
  • Abell , A. D. and Foulds , G. J. 1997 . J. Chem. Soc., Perkins Trans , 1 : 2475
  • Tam , T. F. , Carriere , J. , MacDonald , I. D. , Castelhano , A. L. , Pliura , D. H. , Dewdney , N. J. , Thomas , E. M. , Bach , C. , Barnett , J. and Krantz , A. 1992 . J. Med. Chem. , 35 : 1318
  • Kobayashi , S. , Isobe , T. and Ohno , M. 1984 . Tetrahedron Lett. , 25 : 5079
  • Aoyagi , T. and Umezawa , H. 1983 . J. Antibiotics , 36 : 695
  • Saino , T. , Kato , S. , Nishizawa , R. , Takita , T. and Umezawa , H. 1978 . Peptide Chem. , : 5
  • Saino , T. , Kato , S. , Nishizawa , R. , Takita , T. and Umezawa , H. 1980 . J. Chem. Soc. Perkins Trans , 1 : 1618
  • Norman , B. H. and Morris , M. L. 1992 . Tetrahedron Lett. , 33 : 6803
  • Kobayashi , Y. , Takemoto , Y. , Ito , Y. and Terashima , S. 1990 . Tetrahedron Lett. , 31 : 3031
  • Palomo , C. , Arrieta , A. , Cossio , F. P. , Aizpurua , J. M. , Mielgo , A. and Aurrekoetxea , N. 1990 . Tetrahedron Lett. , 31 : 6429
  • Pearson , W. H. and Hines , J. V. 1989 . J. Org. Chem. , 54 : 4235
  • Kang , S. H. and Ryu , D. H. 1995 . Bioorg. Med. Chem. Lett. , 5 : 2959
  • Angelastro , M. R. , Peet , N. P. and Philippe , B. 1989 . J. Org. Chem. , 54 : 3913
  • Slee , D. H. , Laslo , K. L. , Elder , J. H. , Oilman , I. R. , Gustchina , A. , Kervinen , J. , Zdanov , A. , Wlodawer , A. and Wong , C H. 1995 . J. Am. Chem. Soc. , 117 : 11867
  • Nishizawa , R. and Saino , T. 1977 . J. Med. Chem. , 20 : 510
  • Herranz , R. , Castro-Pichel , J. , Vinuesa , S. and Garcia-lopez , M. T. 1989 . J. Chem. Soc. Chem. Commun. , : 938
  • Matsuda , F. , Matsumoto , T. , Ohsaki , M. , Ito , Y. and Terashima , S. 1990 . Chem. Lett. , : 723
  • Iizuka , K. , Kamijo , T. , Harada , H. , Akahane , K. , Umeyama , I I. , Ishida , T. and Kiso , Y. 1990 . J. Med. Chem. , 33 : 2707
  • Yuan , W. , Munoz , B. , Wong , C H. , Haeggstrom , J. Z. , Wetterholm , A. and Samuelsson , B. 1993 . J. Med. Chem. , 36 : 211
  • Herranz , R. , Castro-Pichel , J. and Garcia-Lopez , T. 1989 . Synthesis , : 703
  • Vedejs , E. and Larsen , S. 1984 . Org. Synth. , 64 : 127
  • Li , G. and Sharpless , K. B. 1996 . Acta Chem. Scand. , 50 : 649
  • Li , G. , Angert , H. H. and Sharpless , K. B. 1996 . Angew. Chem. Int. Ed. Eng. , 35 : 2813
  • Vedejs , E. 1974 . J. Am. Chem. Soc. , : 5944
  • Vedejs , E. , Engler , D. A. and Telschow , J. E. 1978 . J. Org. Chem. , 43 : 188
  • Sardina , F. J. , Paz , M. M. , Fernandez-Mrgia , E. , de Boer , R. F. and Alvarez , M. P. 1992 . Tetrahedron Lett. , 33 : 4637
  • Jefford , C. W. , Wang , J. B. and Lu , Z H. 1993 . Tetrahedron Lett. , 34 : 7557
  • Gamboni , R. , Waespe-Sarcevic , N. and Tamm , C. 1985 . Tetrahedron Lett. , 26 : 203
  • Hanessian , S. and Sanceau , J Y. 1996 . Can. J. Chem. , 74 : 621
  • Plucinska , K. and Liberek , B. 1987 . Tetrahedron , 43 : 3509
  • Podlech , J. and Seebach , D. 1995 . Liebegs Ann. , 7 : 12 – 17 .
  • Wiberg , K. B. and Hutton , T. W. 1956 . J. Am. Chem. Soc. , 78 : 1640
  • Failure to maintain the internal temperature below 40°C results in the formation of amorphous, insoluble products

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.