136767-90-3Relevant academic research and scientific papers
Selective Cyclisation of 2,3,4,5-Tetra-O-acetyl-galactaric Acid bis-hydrazide to Saccharide 1,3,4-Oxadiazole, Thiadiazole, and Thiadiazoline Derivatives
Mansour, El-Sayed M. E.,Kassem, Ahmed A.,Abass, Tarek M.,El-Toukhy, Ahmed A.,Nassr, M. A.
, p. 339 - 344 (2007/10/02)
The synthesis of galactaric acid acetate bishydrazide (1,2) is described.Selective cyclisation of both hydrazides 1 and 2 was investigated.Phosphorous oxychloride as cyclising agent led to dehydrative cyclisation and produced 1,2,3,4-tetra-O-acetyl-1,4-bis(5-S-methyl or -benzyl)1,3,4-thiadiazol-2-yl)galactotetritol (3) or (4).While thionyl chloride led to dehydrosulfurization and gave 1,2,3,4-tetra-O-acetyl-1,4-bis(5-S-methyl or -benzyl)-1,3,4-oxadiazol-2-yl)galactotetritol (5) or (6).Finally with triethyl orthoformate as cyclising agent, compounds 1 or 2, gave 3,3'-(2,3,4,5-tetra-O-acetyl-galactar-1.6-dioyl)bis (7) or (8).
