656827-19-9Relevant 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.
Highly diastereoselective construction of substituted pyrrolidines: Formal synthesis of (-)-bulgecinine
Das, Biswanath,Kumar, Duddukuri Nandan
, p. 1285 - 1287 (2011/07/09)
A highly diastereoselective synthesis of substituted pyrrolidines has been achieved starting from nonchiral molecule, allyl bromide, or cis-but-2-ene-1,4-diol. The method involves the asymmetric epoxidation and endo-mode epoxide opening with azide nucleop
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
