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Volumn 121, Issue 12, 1999, Pages 2662-2673

A broadly applicable method for the efficient synthesis of α-O-linked glycopeptides and clustered sialic acid residues

Author keywords

[No Author keywords available]

Indexed keywords

2,3 STF ANTIGEN; 2,6 STF ANTIGEN; ANTIGEN; GLYCOPHORIN; GLYCOSIDE; SERINE; SIALOGLYCOPROTEIN; STN ANTIGEN; THREONINE; UNCLASSIFIED DRUG;

EID: 0033620366     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9833265     Document Type: Article
Times cited : (122)

References (59)
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    • note
    • In practice since the assembly state of the 2,6-STF antigen (2) worked reasonably well by convergent glycal assembly, we did not resynthesize this goal structure through full implementation of the cassette method with two separate donors.
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    • For other cassette related approaches, see Meinjohanns, E.; Meldal, M.; Paulsen, H.: Schleyer, A.; Bock, K. J. Chem. Soc., Perkin. Trans. 1 1996, 985. Mathieux, N.; Paulsen, H.; Meldal, M.; Bock, K. J. Chem. Soc., Perkin. Trans. 1 1997, 2359. Nakahara, Y.; Iijima, H.; Ogawa, T. Tetrahedron Lett. 1994. 35, 3321. Liebe, B.: Kunz. H. Tetrahedron Lett. 1994, 35, 8777.
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    • For previous synthesis of STn via glycosylation of a disaccharide see: (a) Iijima, H.; Ogawa, T. Carbohyr. Res. 1988, 172, 183. For a related example using a similar type of cassette, see (b) Liebe, B.; Kunz, H. Tetrahedron Lett. 1994, 35, 8777. (c) Elofsson, M.; Salvador, L. A.; Kihlberg, J. Tetrahedrom 1997, 53, 369. (d) Yule, J. E.; Wong, T. C.; Gandhi, S. S.; Qiu, D.; Riopel, M. A.; Koganty, R. R. Tetrahedron Lett. 1995, 36, 6839.
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    • For previous synthesis of STn via glycosylation of a disaccharide see: (a) Iijima, H.; Ogawa, T. Carbohyr. Res. 1988, 172, 183. For a related example using a similar type of cassette, see (b) Liebe, B.; Kunz, H. Tetrahedron Lett. 1994, 35, 8777. (c) Elofsson, M.; Salvador, L. A.; Kihlberg, J. Tetrahedrom 1997, 53, 369. (d) Yule, J. E.; Wong, T. C.; Gandhi, S. S.; Qiu, D.; Riopel, M. A.; Koganty, R. R. Tetrahedron Lett. 1995, 36, 6839.
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