Novel immonium type peptide coupling reagent: 5-(1H-benzotriazol-1-yloxy)-3,4-dihydro-1-methyl 2H-pyrrolium hexachloroantimonate (BDMP®)

Chinese Journal of Chemistry

Volumn 18, Issue 1, 2000, Pages 85-93

  Li, Peng ^a   Xu, Jie Cheng ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

BDMP; Immonium salt; Peptide coupling reagent; Racemization; Reactivity

Indexed keywords

EID: 0002814851     PISSN: 1001604X     EISSN: None     Source Type: Journal    
DOI: 10.1002/cjoc.20000180116     Document Type: Article

References (19)

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15. PCMODEL force field calculation: They are based on MM2, and the included VESCF routines of MMP1 were applied. The program was distributed by Serena Software Corporation, USA.
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17. Abbreviations: AA, AA′: amino acid; BOMI: (1H-benzotriazol-1-yloxy)-N,N-dimethylmethaniminium hexa-chloroantimonate; BDMP: 5-(1H-benzotriazol-1-yloxy)-3, 4-dihydro-1-methyl 2H-pyrrolium hexachloro-antimonate; BOP: (1H-benzotriazol-1-yloxy) tris (dimethylamino)-phosphonium hexafluoro-phosphate; DCC: Dicyclohexylcarbodiimide; DIEA: diisopropylethyl amine; HBPipU: O-(1H-benzotriazol-1-yl)-N, N, N′, N′-bis (pentamethylene) uronium hexafluorophosphate; HBTU: O-(1H-benzotriazol-1-yl-tetramethyluronium hexafluoro-phosphate; HBPyU: O-(1H-benzotriazol-1-yl)-N,N,N′,N′-bis-tetramethylene) uronium hexafluoro-phosphate; HOBt: 1-hydroxy benzotriazole; NMM: N-methylmorpholine; SPPS: Solid Phase Peptide Synthesis; Z: benzyloxycarbonyl.
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19. 3CN (0.1% TFA), Flow rate: 1.0 mL/min. Detection: 230 run (0.5 AUFS).