Formula: C7H8N2O. Recently I am researching about PHARMACOLOGICAL CHAPERONES; DESIGN; AZASUGARS; ENZYMES, Saw an article supported by the National Natural Science Foundation of China (NSFC)National Natural Science Foundation of China (NSFC) [21772031, 21778013]. Published in ELSEVIER SCI LTD in OXFORD ,Authors: Sun, JJ; Kang, YQ; Gao, LG; Lu, X; Ju, HH; Li, XL; Chen, H. The CAS is 88-68-6. Through research, I have a further understanding and discovery of 2-Aminobenzamide
A series of novel tricyclic quinazolinone-iminosugars 1 (a-c) were synthesized from the benzyl protected sugars through three steps. Firstly, the benzyl protected sugar (aldehyde) 5 reacted with o-aminobenzamide by the iodine-induced oxidative condensation to afford the corresponding aldo-quizanolinone 6. Secondly, through the intramolecular cyclization of the unprotected OH and the amide NH in 6, the tricyclic compounds 7 and 8 were constructed by the key Mitsunobu reaction. Finally, removal of the benzyl group gave the target tricyclic quinazolinone-iminosugars 1. The protocol was effective for the preparation of the tricyclic iminosugars in satisfactory yield. Interestingly, an unusual C-2 epimerization was observed with D-mannose and D-ribose compounds under the conditions of the Mitsunobu reaction that generated the products having the trans configuration at the C-2 and C-3 positions. Unfortunately, such tricyclic quinazolinone-iminosugars showed no inhibitory effects on the tested five glycosidases.
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Reference:
Thiomorpholine – Wikipedia,
,Thiomorpholine | C4H9NS – PubChem