Crystal and molecular structures of 2,3,4,6-tetra-O-acetyl-1-bromo-d-galactopyranosyl cyanide and 2,3,4,5,7-penta-O-acetyl-β-d-galacto-2-heptulopyranosononitrile

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2,3,4,6-Tetra-O-acetyl-1-bromo-d-galactopyranosyl cyanide (1) and 2,3,4,5,7-penta-O-acetyl-β-d-galacto-2-heptulopyranosononitrile (2) crystallise in the orthorhombic system; 1 has space group P212121, with cell dimensions a = 7.256(1), b = 8.957(2), c = 29.450(3) Å, and 2 has space group P212121, with a = 7.035(1), b = 15.080(2), c = 19.635(3) Å. The earlier observation, inferred from n.m.r. data, that the reaction of 1 with silver or mercury(II) acetate in acetic acid-acetic anhydride gave 2 with inversion of configuration at the cyanid-bearing carbon is substantiated. The presence of Br in 1 permitted establishment of the absolute configuration.

Original languageEnglish
Pages (from-to)1-5
Number of pages5
JournalCarbohydrate Research
Issue number1
Publication statusPublished - Oct 15 1987


ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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