212895-32-4

Upstream product

• 127393-91-3 decarestrictine B 
• 212895-31-3 Acetic acid (2R,3S,4S,5R,6R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3-phenylselanyl-tetrahydro-pyran-2-yl ester 
• 129830-33-7 3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-arabino-hex-1-enitol 
• 5707-04-0 Phenylselenyl chloride 

Relevant academic research and scientific papers

First glycosylation of decarestrictine B and D: A route to hybrid antibiotics

The naturally occurring ten-membered lactones decarestrictine B (4) and D (5), which lower cholesterol levels, were glycosylated with deoxygenated 2-selenoglycosyl acetates 7a, 7b, and glycal 10 (obtained from D-glucose), and glycal 13 (obtained from L-rhamnose). Depending on the glycosylation method employed, the triol decarestrictine D was glycosylated with a high degree of regioselectivity. A set of hybrid structures were yielded by O-deblocking and in most cases reductive removal of a halogen or a phenylselenyl group from C-2 of the glycosides 14a-f, 20a, 20b, and 24. These hybrids were subjected to preliminary biological tests in which the novel glycoconjugates 15d and 15e displayed DNA-binding properties. The naturally occurring ten-membered lactones decarestrictine B (4) and D (5), which lower cholesterol levels, were glycosylated with deoxygenated 2-seleno-glycosyl acetates 7a, 7b, and glycal 10 (obtained from D-glucose), and glycal 13 (obtained from L-rhamnose). Depending on the glycosylation method employed, the triol decarestrictine D was glycosylated with a high degree of regioselectivity. A set of hybrid structures were yielded by O-deblocking and in most cases reductive removal of a halogen or a phenylselenyl group from C-2 of the glycosides 14a-f, 20a, 20b, and 24. These hybrids were subjected to preliminary biological tests in which the novel glycoconjugates 15d and 15e displayed DNA-binding properties.