1246768-82-0Relevant academic research and scientific papers
Revisit to the reaction of o-phenylene diamine with thiosemicarbazide to give benzimidazole-2-thione rather than benzotriazine-2-thione and its glycosylation
Ashry, El Sayed H. El,Aly, Aly A.,Aouad, Mohamed R.,Amer, Mohammed R.
, p. 698 - 706 (2010)
Reaction of o-phenylene diamine with thiosemicarbazide did not give benzotriazine-2-thione 2 as reported, although the product was found to be benzimidazole-2-thione 3. Glycosylation of 3 with acetobromo sugars 4α-4b gave the respective thioglycosides 7α-7d in addition to minor products of the nucleosides 8α and 8b, in the case of the gluco-and galacto-analogs, respectively. The regioselectivity of glycosylation reaction has been investigated. Taylor and Francis Group, LLC.
S-benzimidazolyl glycosides as a platform for oligosaccharide synthesis by an active-latent strategy
Hasty, Scott J.,Kleine, Matthew A.,Demchenko, Alexei V.
, p. 4197 - 4201 (2011/07/07)
Doing the Biz: The S-benzimidazolyl (SBiz) anomeric moiety is a new leaving group that can be activated for glycosylation under a variety of conditions, including metal-assisted and alkylation pathways. Application of a substituted SBiz moiety (X=anisoyl, see picture) allows active-latent and armed-disarmed types of oligosaccharide assembly. Copyright
