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Synlett 2008(2): 252-254
DOI: 10.1055/s-2007-1000876
DOI: 10.1055/s-2007-1000876
LETTER
© Georg Thieme Verlag Stuttgart · New York
Efficient One-Pot Synthesis of Unsymmetrical Cysteine Disulfides
Further Information
Received
18 July 2007
Publication Date:
21 December 2007 (online)
Publication History
Publication Date:
21 December 2007 (online)
Abstract
A series of unsymmetrical cysteine disulfides have been prepared in a one-pot reaction using 1-chlorobenzotriazole as the oxidant. The methodology appears to be applicable to larger peptides.
Key words
unsymmetrical cysteine disulfide synthesis - BtCl - 1-chlorobenzotriazole
-
1a
Vrudhula VM.MacMaster JF.Li Z.Kerr DE.Senter PD. Bioorg. Med. Chem. Lett. 2002, 12: 3591 -
1b
Vlahov IR.Santhapuram HKR.Kleindl PJ.Howard SJ.Stanford KM.Leamon CP. Bioorg. Med. Chem. Lett. 2006, 16: 5093 -
1c
Henne WA.Doorneweerd DA.Hilgenbrink AR.Kularatne SA.Low PS. Bioorg. Med. Chem. Lett. 2006, 16: 5350 -
1d
Mehiri M.Caldarelli S.Di Giorgio A.Barouillet T.Doglio A.Condom R.Patino N. Bioorg. Chem. 2007, 35: 313 -
2a
Kamber B. Helv. Chim. Acta 1973, 56: 1370 -
2b
Hiskey R.Li C.Vunnam R. J. Org. Chem. 1975, 40: 3697 -
2c
Kemp DS.Carey RI. J. Org. Chem. 1993, 58: 2216 -
2d
Schroll AL.Barany G. J. Org. Chem. 1989, 54: 244 -
3a
Andreu D.Nicolas E. Solid-Phase SynthesisKates SA.Albericio F. Marcel Dekker; New York: 2000. p.365 -
3b
Galande AK.Spatola AF. Org. Lett. 2003, 5: 3431 -
3c
Fletcher JM.Hughes RA. Tetrahedron Lett. 2004, 45: 6999 -
3d
Barth D.Musiol H.-J.Schütt M.Fiori S.Milbradt AG.Renner C.Moroder L. Chem. Eur. J. 2003, 9: 3692 - 4
Hiskey RG.Ward BF. J. Org. Chem. 1970, 35: 1118 - 5
Yajima H.Fujii N.Funakoshi S.Watanabe T.Murayama E.Otaka A. Tetrahedron 1988, 44: 805 -
6a
Hart TW.Vine MB.Walden NR. Tetrahedron Lett. 1985, 26: 3879 -
6b
Rajca A.Wiessler M. Tetrahedron Lett. 1990, 31: 6075 -
6c
Hodgson DR.Sanderson JM. Chem. Soc. Rev. 2004, 33: 422 - 7
Antoniow S.Witt D. Synthesis 2007, 363 -
8a
Mukaiyama T.Takahashi K. Tetrahedron Lett. 1968, 9: 5907 -
8b
Harpp DN.Back TG. J. Org. Chem. 1971, 36: 3828 -
8c
Polt R.Li Y.Fernando Q.Rivera M. Tetrahedron Lett. 1992, 33: 2961 -
9a
Ohtani M.Narisada M. J. Org. Chem. 1991, 56: 5475 -
9b
Brzezinska E.Ternay AL. J. Org. Chem. 1994, 59: 8239 - 10
Arisawa M.Yamaguchi M. J. Am. Chem. Soc. 2003, 125: 6624 - 11
Hunter R.Caira M.Stellenboom N. J. Org. Chem. 2006, 71: 8268 - 12
Rees CW.Storr RC. Chem. Commun. 1968, 1305