84379-92-0

Upstream product

• 84379-76-0 3-O-acetyl-2,5-anhydro-1,6-dibromo-1,6-dideoxy-4-O-(methylsulfonyl)-D-glucitol 
• 33032-87-0 Methanesulfonic acid (2S,3S,4R,5R)-2,5-bis-bromomethyl-4-hydroxy-tetrahydro-furan-3-yl ester 
• 84379-88-4 3-O-acetyl-1,6-diamino-2,5-anhydro-1,6-dideoxy-4-O-(methylsulfonyl)-D-glucitol dihydrochloride 

Relevant academic research and scientific papers

1,6-DIAMINO-2,5-ANHYDRO-1,6-DIDEOXY-DL-GLUCITOL AND SOME DERIVATIVES THEREOF

1,6-Diamino-2,5-anhydro-1,6-dideoxy-DL-glucitol dihydrochloride and some derivatives were synthesized from 3,5-di-O-acetyl-1,6-dibromo-1,6-dideoxy-D-mannitol.Introduction of the 2,5-anhydro ring and subsequent replacement of the terminal bromine atoms by azide gave low yields of the diazide; therefore, a reverse reaction-sequence was applied.The azido groups were reduced with hydrogen sulfide-pyridine, and the amino groups formed were methylated by using formaldehyde-formic acid and subsequently treating with borohydride.According to 13C-n.m.r. investigations,the symmetrically substituted, 2,5-anhydroglucitol derivatives are present mainly in the 4T3 conformation, whereas the analogous L-iditol derivatives mainly adopt the 3T4 type.The different quaternary salts obtained on methylation of the corresponding 1,6-bis(dimethylamino)derivatives with methyl iodide (aiming at the structure of epi-muscarine) showed no muscarine-like, biological activity.