280574-37-0

Upstream product

• 280574-35-8 [(2S,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-phenylselanyl-tetrahydro-pyran-3-yloxy]-((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-dimethyl-silane 
• 64775-10-6 ((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol 

Downstream Products

• 289044-96-8 5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-p-methoxybenzyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-1,2-O-(1-methylethylidene)-α-D-ribo-pentofuranose 

Relevant academic research and scientific papers

Intracellular Ca2+-mobilizing adenine nucleotides. Synthesis and biological activity of cyclic ADP-carbocyclic-ribose and C-glycosidic analog of adenophostin A

We designed novel Ca2+-mobilizing purine nucleotides, cyclic ADP-carbocyclicribose 4, and its inosine congener 5, and C-glycosidic adenophostin A 6. In the synthesis of cADPR analogs, the intramolecular condensation to form the pyrophosphate linkage should be the key step. We developed an efficient method for forming such an intramolecular pyrophosphate linkage by the activation of the phenylthiophosphate group with I2 or AgNO3. Using this method, we achieved to synthesize the target compounds 4 and 5. The synthesis of C-glycosidic analog 6 of adenophostin A was achieved using a temporary silicon-tethered radical coupling reaction for constructing (3′α, 1″α)-C-glycosidic structure as the key step.

Synthesis of the C-glycosidic analog of adenophostin A, a potent IP3 receptor agonist, using a temporary silicon-tethered radical coupling reaction as the key step

Synthesis of the C-glycosidic analog (3) of adenophostin A, a very potent IP3 receptor agonist, was achieved using a temporary silicon-tethered reductive radical coupling reaction as the key step. Radical reaction of the silaketal substrate 6 with Bu3SnH/AIBN in benzene occurred stereoselectively, and subsequent desilylation gave the desired C-glycosidic disaccharide 7 with the (3α,1'α-configuration as the major product. Compound 7 was converted into the target 3 via the introduction of an adenine base by a Vorbruggen glycosylation reaction. (C) 2000 Elsevier Science Ltd.

Synthesis of the C-glycosidic analogue of adenophostin A and its uracil congener as potential IP3 receptor ligands. Stereoselective construction of the C-glycosidic structure by a temporary silicon-tethered radical coupling reaction

Synthesis of the C-glycosidic analogue 9 of adenophostin A, a very potent IP3 receptor agonist, and its uracil congener 10 was achieved via a temporary silicon-tethered radical coupling reaction as the key step. Phenyl 3,4,6-tri-O-(p-methoxyben