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Stereoselectivity in glycosylation by means of 2-azido-2-desoxy-D-galactopyranose derivatives and the synthesis of the determinative oligosaccharide of blood group A, type 1

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The stereoselectivity of the glycosylation of 2-azido-2-desoxy-D-galactopyranosylhalides was studied.

  2. 2.

    2-Azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-galactopyranosyl chloride was proposed as a new glycosylating agent for the synthesis ofα-galactosaminides.

The following determinative group specific oligosaccharides were synthesized: D-GalpNAc-α(1→3)-[L-Fucp-α (1 → 2)]-D-Galp-β(1 → 3)-D-GlcNAc and L-Fucp-α (1→2)-D-Galp-β(1→3)-D-GlcNAc.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1148–1156, May, 1982.

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Bovin, N.V., Zurabyan, S.É. & Khorlin, A.Y. Stereoselectivity in glycosylation by means of 2-azido-2-desoxy-D-galactopyranose derivatives and the synthesis of the determinative oligosaccharide of blood group A, type 1. Russ Chem Bull 31, 1023–1030 (1982). https://doi.org/10.1007/BF00949960

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  • DOI: https://doi.org/10.1007/BF00949960

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