4395-38-4

Upstream product

• 73-03-0 cordycepin 
• 98-88-4 benzoyl chloride 
• 4395-37-3 methyl 3-deoxy-2,5-di-O-benzoyl-β-D-erythro-pentofuranoside 
• 4395-36-2 methyl β-D-erythro-3-deoxy-pentofuranoside 
• 79515-11-0 methyl (2S,3S,4R,5R)-3,4-epoxy-5-methoxy-2,3,4,5-tetrahydrofuran-2-carboxylate 

Downstream Products

• 76902-49-3 N-(9-((2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide 
• 73-03-0 cordycepin 
• 138824-83-6 Benzoic acid (2R,3R,5S)-5-[[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-(2-cyano-ethoxy)-phosphanyloxymethyl]-2-(6-benzoylamino-purin-9-yl)-tetrahydro-furan-3-yl ester 
• 138800-30-3 N⁶,O^2'-dibenzoyl-5'-(dimethoxytrityl)-3'-deoxyadenosine 
• 128893-74-3 N⁶,O^2'-dibenzoyl-3'-deoxyadenosine 
• 84138-86-3 N-(9-((2R,3R,5S)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-hydroxytetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide 

Relevant academic research and scientific papers

SYNTHETIC STUDIES ON BIOLOGICALLY ACTIVE NATURAL PRODUCTS BY A CHEMICOENZYMATIC APPROACH. ENANTIOSELECTIVE SYNTHESIS OF C- AND N-NUCLEOSIDES, SHOWDOMYCIN, 6-AZAPSEUDOURIDINE AND CORDYCEPIN

An efficient synthesis of C- and N-nucleosides has been developed in an enantioselective and stereocontrolled manner starting from Diels-Alder adduct of furan and dimethyl acetylenedicarboxylate by chemicoenzymatic strategy.The symmetric unsaturated dimethyl esters 2 and 3 were almost quantitatively hydrolysed with pig liver esterase to yield half-esters 4 and 5 with reasonably high optical yields.Decarboxylative ozonolysis of the chiral half-esters 4 followed by chemical transformation afforded methyl-L-riboside 12, but after the enantiomer conversion (4 to 13 and 5 to 28) the methyl D-riboside (17), (+)-showdomycin (22), and (-)-6-azapseudouridine (27), were obtained from 13, and (-)-cordycepin (32) was obtained from 28.