Site-specific N-alkylation of peptides on the solid phase

Tetrahedron Letters

Volumn 39, Issue 10, 1998, Pages 1243-1246

  Reichwein, John F ^a   Liskamp, Rob M J ^a  

^a UTRECHT UNIVERSITY   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL GROUP; LEUCINE ENKEPHALIN; PEPTIDE;

ALKYLATION; ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; CONFORMATION; PEPTIDE SYNTHESIS; REACTION ANALYSIS;

EID: 0032485334     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10766-3     Document Type: Article

References (21)

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2. 2. For a reviews see e.g. Giannis, A.; Kolter, T.; Angew. Chem. Int. Ed. Engl. 1993, 32, 1244; Gante, J. ibid. 1994, 33, 1699.
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18. 13. The yield of 4b was low due to purification problems.
19. 14. Abbreviations: PyBroP, bromotripyrrolidinophosphonium hexafluorophosphate; TFFH, tetramethylfluoroformamidinium hexafluorophosphate; DIC, N,N'-diisopropylcarbodiimide; BOP, (1H-benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; TCFH, tetramethylchloroformamidinium hexafluorophosphate; CIP, 2-chloro-1,3-dimethylimidazolidinium hexafluorophosphate; PyCIU chloroN,N,N'',N''-bis(tetramethylene)formamidinium hexafluorophosphate; BOP-Cl, N,N-bis(2-oxo-3-oxazolidinyl)phoshinic chloride; HOAt, 1-hydroxy-7-azabenzotriazole; HATU, O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate.
20. 15. Sieber, P. Tetrahedron Lett. 1997, 28, 6147.
21. 2. The peptides were cleaved from the resin by treatment with catalytic amount of NaCN in MeOH for 16 h and purified by silicagel column chromatography.