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Synthesis 2005(14): 2281-2283
DOI: 10.1055/s-2005-869989
DOI: 10.1055/s-2005-869989
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
A New Approach to the Synthesis of Selectively Protected (2S)-1,2,4-Triaminobutane Derivatives
Further Information
Received
24 January 2005
Publication Date:
13 July 2005 (online)
Publication History
Publication Date:
13 July 2005 (online)
Abstract
An efficient synthesis of selectively protected (2S)-1,2,4-triaminobutane from l-glutamic acid via (2S)-N 4-benzyloxycarbonyl-2,4-diaminobutanamid is described.
Key words
amides - amines - amino acids - protecting groups - reductions
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Sundberg MW. J. Med. Chem. 1974, 17: 1304 - 2
Yeh SM.Sherman DG.Meares CF. Anal. Biochem. 1979, 100: 152 - 3
Kung HF.Guo Y.-Z.Yu C.-C.Billings J.Subramanyam V.Calabrese JC. J. Med. Chem. 1989, 32: 433 - 4
Gustavson LM.Rao TN.Jones DS.Fritzberg AR.Srinivasan A. Tetrahedron Lett. 1991, 32: 5485 - 5
Cox JPL.Craig AS.Helps IM.Jankowski KJ.Parker D.Eaton MAW.Millican AT.Millar K.Beeley NRA.Boyce BA. J. Chem. Soc., Perkin Trans. 1 1990, 2567 - 6
Dunn PJ.Haner R.Rapoport H. J. Org. Chem. 1990, 55: 5017 - 7
Hsu F.-L.Hamada A.Booher ME.Fuder H.Patil PN.Miller DD. J. Med. Chem. 1980, 23: 1232 - 8
Miller DD.Hsu F.-L.Ruffolo RR.Patil PN. J. Med. Chem. 1976, 19: 1382 - 9
Altman J.Ben-Ishai D. Tetrahedron: Asymmetry 1993, 4: 91 - 10
Altman J.Ben-Ishai D.Beck W. Tetrahedron: Asymmetry 1994, 5: 887 - 11
Altman J.Beck W. Tetrahedron 1995, 51: 13309 - 12
Schuhmann E.Altman J.Karaghiosoff K.Beck W. Inorg. Chem. 1995, 34: 2316 - 13
Kokotos G.Markidis T.Constantinou-Kokotou V. Synthesis 1996, 1223 - 14
Adamson DW. J. Chem. Soc. 1939, 1564 - 15
Hatano M.Yoneyama M. J. Am. Chem. Soc. 1970, 92: 1392 - 16
Vogler K.Lanz P. Helv. Chim. Acta 1960, 43: 270 - 17
Fridecky MJ.McGregor WH. J. Med. Chem. 1966, 9: 255 - 18
Borthwick AD.Angier SJ.Crame AJ.Exall AM.Haley TM.Hart GJ.Mason AM.Pennell AMK.Weingarten GG. J. Med. Chem. 2000, 43: 4452 - 19
Kornet MJ.Thio PA.Tan SI. J. Org. Chem. 1968, 33: 3637 - 20
Russ PL.Caress EA. J. Org. Chem. 1976, 41: 149 - 21
Northrop RC.Russ PL. J. Org. Chem. 1977, 42: 4148 - 22
Lane CF. Chem. Rev. 1976, 76: 773 - 23
Curran WV.Angier RB. J. Org. Chem. 1966, 31: 3867 - 24
Sugano Y.Katzenellenbogen JA. Bioorg. Med. Chem. Lett. 1996, 6: 361 - 25
Harada H.Morie T.Suzuki T.Yoshida T.Kato S. Tetrahedron 1998, 54: 10671