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Monosaccharides

Communication 18. Reaction of 2,3-O-isopropyliden-4-iodo-4,6-didesoxy-α-methyl-L-manno- and 2,3-O-isopropyliden-4-iodo-4,6-didesoxy-α-methyl-L-talopyranoside with sodium azide
  • A. I. Usov
  • K. S. Adamyants
  • N. K. Kochetkov
Organic and Biological Chemistry
  • 19 Downloads

Conclusions

  1. 1.

    The reaction of 2,3-O-isopropyliden-4-iodo-4,6-didesoxy-α-methyl-L-talopyranoside and 2,3-O-isopropyliden-4-iodo-4,6-didesoxy-α-methyl-L-mannopyranoside with sodium azide was studied.

     
  2. 2.

    The substitution is completely or partially accompanied by rearrangement with ring contraction and formation of a furanoside structure. The possible mechanism of such transformations was examined.

     
  3. 3.

    The synthesis of 2,3-O-isopropyliden-5-acetamido-5,6-didesoxy-α-methyl-L-talofuranoside, 2,3-O-isopropyliden-5-acetamido-5,6-didesoxy-β-methyl-D-allofuranoside, and 2,3-O-isopropyliden-4-acetamido-4,6-didesoxy-α-methyl-L-talopyranoside was carried out.

     

Keywords

Sodium Azide Monosaccharide Sodium Azide Ring Contraction 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature cited

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Copyright information

© Consultants Bureau 1967

Authors and Affiliations

  • A. I. Usov
    • 1
  • K. S. Adamyants
    • 1
  • N. K. Kochetkov
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRUSSR

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