Polymer-supported DMI as a potential heterogeneous dehydrating agent: Application to esterification and amidation

Synlett

Volumn , Issue 1, 2003, Pages 115-117

  Disadee, Wannaporn ^a   Watanabe, Toshiko ^a   Ishikawa, Tsutomu ^a  

^a CHIBA UNIVERSITY   (Japan)

Author keywords

Amidation; Esterification; Peptide synthesis; Polymer supported reagent; Recyclability

Indexed keywords

1,3 DIMETHYL 2 IMIDAZOLIDINONE; AMIDINE; CHLOROAMIDINIUM CHLORIDE; DEHYDRATING AGENT; IMIDAZOLIDINE DERIVATIVE; POLYMER; REAGENT; UNCLASSIFIED DRUG;

AMIDATION; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL BINDING; EPIMERIZATION; ESTERIFICATION; FILTRATION; PEPTIDE SYNTHESIS; POLYMERIZATION; RECYCLING;

EID: 0037244721     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

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27. DMC (2) and its related chloroamidines could be reacted with primary and secondary amines to yield the corresponding guanidines and guanidinium salts, respectively. On the former see: (a) Isobe, T.; Fukuda, K.; Ishikawa, T. J. Org. Chem. 2000, 65, 7770. (b) Isobe, T.; Fukuda, K.; Tokunaga, T.; Seki, H.; Yamaguchi, K.; Ishikawa, T. J. Org. Chem. 2000, 65, 7774. (c) Isobe, T.; Fukuda, K.; Yamaguchi, K.; Seki, H.; Tokunaga, T.; Ishikawa, T. J. Org. Chem. 2000, 65, 7779. (d) On the latter see: Hada, K.; Watanabe, T.; Isobe, T.; Ishikawa, T. J. Am. Chem. Soc. 2001, 123, 7705.
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35. For the previous synthesis, see: (a) On CbzGly-L-PheOEt: Saito, T. Chem. Lett. 1975, 729. (b) On Cbz-L-Phe-L-ProOMe: Wante, D. P. M.; Anteunis, M. J. O. Bull. Soc. Chim. Belg. 1984, 93, 73. (c) See also: Nishikata, M.; Yokosawa, H.; Ishii, S. Chem. Pharm. Bull. 1986, 37, 2931. (d) Schmidt, U.; Kroner, M.; Beutler, U. Synthesis 1988, 6, 475. (e) On Cbz-L-Trp-L-ProOMe: Moss, R. A.; Chiang, Y. P.; Hui, Y. J. Am. Chem. Soc. 1984, 106, 7506.
36. For the previous synthesis, see: (a) On CbzGly-L-PheOEt: Saito, T. Chem. Lett. 1975, 729. (b) On Cbz-L-Phe-L-ProOMe: Wante, D. P. M.; Anteunis, M. J. O. Bull. Soc. Chim. Belg. 1984, 93, 73. (c) See also: Nishikata, M.; Yokosawa, H.; Ishii, S. Chem. Pharm. Bull. 1986, 37, 2931. (d) Schmidt, U.; Kroner, M.; Beutler, U. Synthesis 1988, 6, 475. (e) On Cbz-L-Trp-L-ProOMe: Moss, R. A.; Chiang, Y. P.; Hui, Y. J. Am. Chem. Soc. 1984, 106, 7506.
37. For the previous synthesis, see: (a) On CbzGly-L-PheOEt: Saito, T. Chem. Lett. 1975, 729. (b) On Cbz-L-Phe-L-ProOMe: Wante, D. P. M.; Anteunis, M. J. O. Bull. Soc. Chim. Belg. 1984, 93, 73. (c) See also: Nishikata, M.; Yokosawa, H.; Ishii, S. Chem. Pharm. Bull. 1986, 37, 2931. (d) Schmidt, U.; Kroner, M.; Beutler, U. Synthesis 1988, 6, 475. (e) On Cbz-L-Trp-L-ProOMe: Moss, R. A.; Chiang, Y. P.; Hui, Y. J. Am. Chem. Soc. 1984, 106, 7506.
38. For the previous synthesis, see: (a) On CbzGly-L-PheOEt: Saito, T. Chem. Lett. 1975, 729. (b) On Cbz-L-Phe-L-ProOMe: Wante, D. P. M.; Anteunis, M. J. O. Bull. Soc. Chim. Belg. 1984, 93, 73. (c) See also: Nishikata, M.; Yokosawa, H.; Ishii, S. Chem. Pharm. Bull. 1986, 37, 2931. (d) Schmidt, U.; Kroner, M.; Beutler, U. Synthesis 1988, 6, 475. (e) On Cbz-L-Trp-L-ProOMe: Moss, R. A.; Chiang, Y. P.; Hui, Y. J. Am. Chem. Soc. 1984, 106, 7506.