Accession Number : AD0674382

Title :   SYNTHESIS OF 2-AMINO-2-DEOXY-D-TALOSE AND 2-AMINO-2-DEOXY-D-GALACTOSE,

Corporate Author : NATIONAL RESEARCH COUNCIL OF CANADA SASKATOON (SASKATCHEWAN) PRAIRIE REGIONAL LAB

Personal Author(s) : Perry,M. B. ; Webb,Ann C.

Report Date : 08 MAR 1968

Pagination or Media Count : 5

Abstract : Treatment of D-lyxose with nitromethane in the presence of sodium methoxide gave 1-deoxy-1-nitro-D-galactitol which, after conversion to 2,3,4,5,6-penta-O-acetyl-1-deoxy-1-nitro-D-galactitol, reacted with saturated methanolic ammonia solution to yield 2-acetamido-1,2-dideoxy-1-nitro-D-talitol and 2-acetamido-1,2-dideoxy-1-nitro-D-galactitol. 2-Acetamido-1,2-dideoxy-1-nitro-D-talitol and 2-acetamido-1,2-dideoxy-1-nitro-D-galactitol were converted by a modified Nef reaction to 2-acetamido-2-deoxy-D-talose and 2-acetamido-2-deoxy-D-galactose which on hydrolysis with hydrochloric acid afforded 2-amino-2-deoxy-D-talose hydrochloride and 2-amino-2-deoxy-D-galactose hydrochloride. The properties and derivatives of the aminoglycoses are described. (Author)

Descriptors :   (*HEXOSES, *AMINES), SYNTHESIS(CHEMISTRY), STEREOCHEMISTRY, MOLECULAR ROTATION, CANADA

Subject Categories : Biochemistry
      Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE