메뉴 건너뛰기




Volumn , Issue 26, 2010, Pages 5004-5009

Solid-phase synthesis of phosphoramidate-linked glycopeptides

Author keywords

Amino acids; Azides; Carbohydrates; Glycopeptides; Solid phase synthesis

Indexed keywords


EID: 77956375578     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.201000627     Document Type: Article
Times cited : (19)

References (66)
  • 5
    • 0001094662 scopus 로고    scopus 로고
    • b) R. A. Dwek, Chem. Rev. 1996, 96, 683-720.
    • (1996) Chem. Rev. , vol.96 , pp. 683-720
    • Dwek, R.A.1
  • 8
    • 0036462604 scopus 로고    scopus 로고
    • a) B. G. Davis, Chem. Rev. 2002, 102, 579-601;
    • (2002) Chem. Rev. , vol.102 , pp. 579-601
    • Davis, B.G.1
  • 29
    • 70350015400 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 8234-8239;
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 8234-8239
  • 46
    • 77956383721 scopus 로고    scopus 로고
    • For previous protocols for a global phosphorylation on solid support, see ref.[15] In our study we isolated tetrazole from a commercially available solution in acetonitrile and added it to the reaction mixture. Although tetrazole did not show any instability, we strongly recommend caution and the use of appropriate protection during handling
    • For previous protocols for a global phosphorylation on solid support, see ref.[15]In our study we isolated tetrazole from a commercially available solution in acetonitrile and added it to the reaction mixture. Although tetrazole did not show any instability, we strongly recommend caution and the use of appropriate protection during handling.
  • 52
    • 27944494395 scopus 로고    scopus 로고
    • Although the azides reported here did not show any instability, we strongly recommend caution and the use of appropriate protection during the handling of azides, especially with compounds of low molecular weight and during heating and/or concentrating steps. See also: S. Bräse, C. Gil, K. Knepper, V. Zimmermann, Angew. Chem. 2005, 117, 5320-5374;
    • (2005) Angew. Chem. , vol.117 , pp. 5320-5374
    • Bräse, S.1    Gil, C.2    Knepper, K.3    Zimmermann, V.4
  • 53
    • 24044531286 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 5188-5240.
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 5188-5240
  • 57
    • 15444372008 scopus 로고
    • Nucleophilic attack of water during phosphorimidate hydrolysis occurs partially at the sp3 hybridized α-carbon (if present) and partially at the phosphorus atom. For previous mechanistic studies of phosphorimidate hydrolysis, see: a) R. K. Chaturvedi, T. C. Pletcher, C. Zioudrou, G. L. Schmir, Tetrahedron Lett. 1970, 11, 4339-4342;
    • (1970) Tetrahedron Lett. , vol.11 , pp. 4339-4342
    • Chaturvedi, R.K.1    Pletcher, T.C.2    Zioudrou, C.3    Schmir, G.L.4
  • 59
    • 70349954637 scopus 로고    scopus 로고
    • For reviews of compound collections of natural product analogues, see: a) K. Kumar, H. Waldmann, Angew. Chem. 2009, 121, 3272-3290;
    • (2009) Angew. Chem. , vol.121 , pp. 3272-3290
    • Kumar, K.1    Waldmann, H.2
  • 60
    • 70349784870 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 3224-4242;
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 3224-4242


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.