Health & Environmental Research Online (HERO)


Print Feedback Export to File
4193048 
Journal Article 
New synthesis of 1,4-dideoxy-1,4-imino-D-galactitol from D-glucose propane-1,3-diyl dithioacetal 
Pham-Huu, DP; Gizaw, Y; Bemiller, JN; Petrus, L 
2002 
1 
Tetrahedron Letters
ISSN: 0040-4039
EISSN: 1873-3581 
43 
3 
383-385 
WOS:000173262000010 
The treatment of 4-azido-4-deoxy-2,3:5,6-di-O-isopropylidene-D-galactose propane-1,3-diyl dithioacetal (derived from D-glucose) with mercuric chloride and mercuric oxide in aqueous acetone afforded 4-azido-4-deoxy-2,3:5,6-di-O-isopropylidene-D-galactose. Acid-catalyzed deprotection of the azido derivative, followed by catalytic hydrogenation and concomitant intramolecular reductive amination in the presence of 10% palladium on carbon, gave 1,4-dideoxy-1,4-imino-D-galactitol in good yield. (C) 2002 Published by Elsevier Science Ltd. 
dithioacetals; amino sugars; azasugars; pyrrolidines; Pd-catalyzed hydrogenations 
• Inorganic Mercury Salts (2)
     Mercuric Chloride
          Litsearch 1999-2018
               WOS