474409-80-8

Upstream product

• 5707-04-0 Phenylselenyl chloride 
• 18055-47-5 N-Benzoyl-N,9-bis(trimethylsilyl)adenin 
• 474409-49-9 1,4-anhydro-1-(tert-butyldimethylsilyloxymethyl)-2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-D-erythropento-1-enitol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 209048-61-3 1,4-anhydro-2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-4-thio-D-erythro-pent-1-enitol 

Downstream Products

• 474409-86-4 Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(6-benzoylamino-purin-9-yl)-3-phenylselanyl-tetrahydro-thiophen-2-ylmethyl ester 
• 474409-90-0 Acetic acid (2R,3R,4S,5R)-4-acetoxy-2,5-bis-acetoxymethyl-2-(6-benzoylamino-purin-9-yl)-tetrahydro-thiophen-3-yl ester 
• 474409-88-6 Acetic acid (2R,4R,5R)-4-acetoxy-2,5-bis-acetoxymethyl-2-(6-benzoylamino-purin-9-yl)-3-phenylselanyl-tetrahydro-thiophen-3-yl ester 

Relevant academic research and scientific papers

Stereoselective entry to 1′-C-branched 4′-thionucleosides from 4-thiofuranoid glycal: Synthesis of 4′-thioangustmycin C

A stereoselective synthetic method for the synthesis of novel 1′-C-carbon-substituted 4′-thionucleosides has been developed. The present method consists of the following steps: (1) preparation of the 1-C-carbon-substituted 4-thiofuranoid glycals based on lithiation, and (2) NIS- or PhSeCl-initiated stereoselective glycosidation to these 1-substituted glycals. This synthetic sequence enabled us to synthesize the 4′-thio analogue of antitumor antibiotic angustmycin C.