Reaktion #318805

ord-16776c047081431289aa1e48fce5fd59

Reaktionsgleichung

O=C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO
D-galactose
F
hydrogen fluoride
F
hydrogen fluoride
→
OC[C@H]1O[C@H](F)[C@H](O)[C@@H](O)[C@H]1O
α-D-galactosyl fluoride
Ausbeute 98.9%

Edukte

O=C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO
D-galactose
F
hydrogen fluoride
F
hydrogen fluoride

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.WAITthe mixture was left
  2. 2
    Sonstigewas then stripped out within 15 minutes

Vorschrift

In an apparatus and by the procedure according to Example 1, 1 g of D-galactose was reacted with 10 g of hydrogen fluoride, the mixture was left to stand for 1 hour at -30° to -40° C. and the hydrogen fluoride was then stripped out within 15 minutes by blowing in nitrogen. The working-up gave α-D-galactosyl fluoride (about 1 g) which was identified by elemental analysis, thin-layer chromatogram and 19F and 13C nuclear magnetic resonance spectra (cf. J. E. C. Barnett et al., Biochem. J. 105 (1967), page 669). Melting point: 130° (decomposition).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04847372uspto-grants-1989_07