220588-06-7

Upstream product

• 13035-61-5 1,2,3,5-tetraacetylribose 
• 645-96-5 Benzeneselenol 
• 28708-32-9 1,2,3,5-tetra-O-acetyl-D-ribofuranose 
• 74458-63-2 phenyl 2,3,5-tri-O-acetyl-1-seleno-β-D-ribofuranoside 

Downstream Products

• 220587-61-1 phenyl 2-O-(diphenylhydrazono)acetyl-1-seleno-3,5-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranoside 
• 220587-69-9 phenyl 5-O-(diphenylhydrazono)acetyl-2,3-O-isopropylidene-1-seleno-β-D-ribofuranoside 
• 220587-68-8 phenyl 2,3-O-isopropylidene-1-seleno-β-D-ribofuranoside 
• 220587-60-0 phenyl 1-seleno-3,5-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranoside 

Relevant academic research and scientific papers

Stereoselective synthesis of nucleosides from 1-thio and 1-seleno glycosides through consecutive 1,2-migration and glycosylation under Mitsunobu conditions

2-Deoxy-2-sulfenyl-arabino-α-nucleosides and 2-deoxy-2-sulfenyl-ribo- β-nucleosides were obtained with excellent stereoselectivity from 1-thio- ribo- and 1-thio-arabino-glycosides under Mitsunobu conditions.

Synthesis of C-glycosyl lactones and protected C-glycosyl amino acids: Use of radical cyclization

Protected carbohydrates 6a-13a, having one free hydroxyl and a phenylseleno group or halogen on the adjacent carbon, were condensed with (2,2-diphenylhydrazono)acetic acid (2); the resulting esters undergo radical cyclization to afford carbohydrates fused to a 2,2-diphenylhydrazino lactone unit (6c,d-13c,d). In suitable cases (9c,d) such carbohydrate lactones can be elaborated into C-glycosyl amino acids.