656827-17-7Relevant academic research and scientific papers
Polyhydroxylated pyrrolidine and 2-oxapyrrolizidine as glycosidase inhibitors
Wang, Jen-Tsung,Lin, Ting-Chien,Chen, Ying-Hsuan,Lin, Chun-Hung,Fang, Jim-Min
, p. 783 - 791 (2013/08/26)
Using D-serine as a chiral precursor, a polyhydroxylated pyrrolidine (1), its derivatives bearing carboxylate, phosphate and phosphonate groups (2-4) and an oxapyrrolizidine (5) were synthesized. The pyrrolidine ring was formed by intramolecular amino-mercuration. The bicyclic scaffold of oxapyrrolizidine was further constructed by an intramolecular attack of the carbamate group on the iodomethyl group. Compounds 1 and 5 were found to inhibit β-glucosidase and α-galactosidase, respectively, in a competitive manner, whereas compounds 2, 3 and 4 did not produce significant inhibition against glycosidases. The Royal Society of Chemistry 2013.
Trimethylsilyl trifluoromethanesulfonate (TMSOTf) assisted facile deprotection of N,O-acetonides
Poon, Kevin W. C.,Lovell, Kimberly M.,Dresner, Kendra N.,Datta, Apurba
, p. 752 - 755 (2008/09/18)
(Chemical Equation Presented) Employing TMSOTf as an easily available reagent, we have developed a mild and efficient method for the deprotection of both terminal and internal N,O-acetonide functionalities. Various regularly used protecting groups and com
An Efficient and Highly Stereocontrolled Route to Bulgecinine Hydrochloride
Khalaf, Juhienah K.,Datta, Apurba
, p. 387 - 390 (2007/10/03)
(-)-Bulgecinine is a nonproteinogenic amino acid component present in bulgecins A, B, and C, antibiotic glycopeptides derived from Pseudomonas acidophila and Pseudomonas mesoacidophila. In combination with β-lactam antibiotics, bulgecins exihibit a unique
