352422-96-9

Upstream product

• 352422-94-7 (1R,3R,4R,5R,8R)-5,8-Bis(benzyloxy)-4-pentafluorophenoxythiocarbonyloxy-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]oct-6-ene 
• 352422-90-3 (3R/S,1R,4R,5R,8R)-3,4-Diacetoxy-5,8-bis(benzyloxy)-2-oxabicyclo[3.3.0]oct-6-ene 
• 352422-83-4 (1R,2R,6R,8R,9R)-1,9-Bis(benzyloxy)-4,4-dimethyl-3,5,7-trioxatricyclo[6.3.0.0^2.6]undec-10-ene 
• 352422-85-6 (5S)-3-O-Benzyl-6,7-dideoxy-1,2-di-O-isopropylidene-3-C-vinyl-α-D-ribo-hept-6-enofuranose 
• 352422-86-7 (5R)-3-O-Benzyl-6,7-dideoxy-1,2-di-O-isopropylidene-3-C-vinyl-α-D-ribo-hept-6-enofuranose 
• 352422-87-8 (1R,2R,6R,8R,9S)-1-Benzyloxy-9-hydroxy-4,4-dimethyl-3,5,7-trioxatricyclo[6.3.0.0^2.6]undec-10-ene 
• 352422-88-9 (1R,2R,6R,8R,9R)-1-Benzyloxy-9-hydroxy-4,4-dimethyl-3,5,7-trioxatricyclo[6.3.0.0^2.6]undec-10-ene 
• 352422-80-1 (1R,2R,6R,8R,9S)-1,9-Dihydroxy-4,4-dimethyl-3,5,7-trioxatricyclo[6.3.0.0^2.6]undec-10-ene 
• 352422-81-2 (1R,2R,6R,8R,9R)-1,9-Dihydroxy-4,4-dimethyl-3,5,7-trioxatricyclo[6.3.0.0^2.6]undec-10-ene 
• 100-39-0 benzyl bromide 
• 352422-91-4 (1R,3R,4R,5R,8R)-4-Acetoxy-5,8-bis(benzyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]oct-6-ene 
• 352422-92-5 (1R,3R,4R,5R,8R)-5,8-Bis(benzyloxy)-4-hydroxy-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]oct-6-ene 
• 557099-63-5 (1R,3R,4R,5R,8R)-5,8-dibenzyloxy-4-(N-imidazolylthiocarbonyloxy)-3-(thymin-1-yl)-2-oxabicyclo[3.3.0]oct-6-ene 

Relevant academic research and scientific papers

Bi- and tricyclic nucleoside derivatives restricted in S-type conformations and obtained by RCM-reactions

Ring-closing metathesis (RCM) is applied as a new and powerful technology in the construction of nucleoside analogues that are conformationally restricted in S-type conformations due to additional 3′,4′- and/or 3′,5′-linkages.

Bicyclic nucleosides; stereoselective dihydroxylation and 2'-deoxygenation.

A series of polyhydroxylated bicyclic nucleoside derivatives is approached applying stereoselective dihydroxylation reactions. Three out of four isomeric and protected products were obtained after the stereoselectivity of dihydroxylation has been completely inverted comparing a bicyclic nucleoside with a tricyclic furanose substrate. A corresponding 2'-deoxynucleoside derivative has been obtained after an optimized deoxygenation procedure.

Synthesis of bicyclic nucleosides by ring-closing metathesis

The ring-closing metathesis method is applied in the construction of conformationally restricted bicyclic nucleosides. From diacetone-D-glucose, the unsaturated bicyclic carbohydrate derivative 11 is efficiently obtained through two vinyl group Grignard a