Synthesis of 2-hydroxy analogues of castanospermine, 1-epi-castanospermine and their iminooctitols from sugar-derived lactam

dc.contributor.author	Ingaladal, N
dc.contributor.author	Lankalapalli, R S
dc.date.accessioned	2025-11-13T05:56:17Z
dc.date.available	2025-11-13T05:56:17Z
dc.date.issued	2025-04
dc.identifier.citation	Carbohydrate Research; 550:109385	en_US
dc.identifier.uri	https://www.sciencedirect.com/science/article/pii/S0008621525000114?via%3Dihub
dc.identifier.uri	http://localhost:8080/xmlui/handle/123456789/5018
dc.description.abstract	The synthesis of 2-hydroxy analogues of castanospermine from two new iminooctitols via Mitsunobu cyclization is described. The iminooctitols were derived from the dihydroxylation of an allyl alcohol intermediate, obtained by adding vinylmagnesium bromide to the C6-aldehyde of a protected 1-deoxynojirimycin. An orthogonally protected hemiacetal with silyl group at the C6-hydroxy position and remaining as benzyl ethers, synthesized in four steps from d-glucose, served as a building block in the synthesis of the 1-deoxynojirimycin intermediate.	en_US
dc.language.iso	en	en_US
dc.publisher	Elsevier	en_US
dc.subject	castanospermine	en_US
dc.subject	polyhydroxylated indolizidine	en_US
dc.subject	iminooctitols	en_US
dc.subject	analogues	en_US
dc.subject	bicyclic iminosugar	en_US
dc.subject	sugar-derived lactam	en_US
dc.subject	glycosidase inhibitors	en_US
dc.title	Synthesis of 2-hydroxy analogues of castanospermine, 1-epi-castanospermine and their iminooctitols from sugar-derived lactam	en_US
dc.type	Article	en_US