18055-46-4

Upstream product

• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 4005-49-6 N-benzoyladenine 

Downstream Products

• 180403-67-2 Benzoic acid (2S,3R,4R,5R)-4-acetoxy-5-(6-benzoylamino-purin-9-yl)-3-methanesulfonyloxymethyl-tetrahydro-furan-2-ylmethyl ester 
• 457653-22-4 N⁶-benzoyl-1-[(2R)-3,5-O-(di-tert-butylsilylene)-2-deoxy-2-phenylseleno-4-thio-β-D-ribofuranosyl]adenine 
• 457653-20-2 N⁶-benzoyl-7-[(2R)-3,5-O-(di-tert-butylsilylene)-2-deoxy-2-phenylseleno-4-thio-β-D-ribofuranosyl]adenine 
• 457653-17-7 N⁶-benzoyl-9-[(2R)-3,5-O-(di-tert-butylsilylene)-2-deoxy-2-phenylseleno-4-thio-β-D-ribofuranosyl]adenine 
• 457653-18-8 N⁶-benzoyl-9-[3,5-O-(di-tert-butylsilylene)-2-deoxy-4-thio-β-D-ribofuranosyl]adenine 
• 112668-60-7 N6-benzoyl-9-(2'-O-benzoyl-3'-deoxy-3'-fluoro-β-D-ribofuranosyl)adenine 
• 133776-20-2 Benzoic acid (2R,3S,4S,5S)-4-azido-5-(6-benzoylamino-purin-9-yl)-3-fluoro-tetrahydro-furan-2-ylmethyl ester 
• 133776-11-1 2-azido-5-O-benzoyl-2,3-dideoxy-3-fluoro-α-D-ribofuranoside 
• 133776-32-6 Benzoic acid (2R,3S,4S,5R)-4-azido-5-(6-benzoylamino-purin-9-yl)-3-fluoro-tetrahydro-furan-2-ylmethyl ester 
• 180403-73-0 Benzoic acid (2S,3R,4R,5R)-3-azidomethyl-5-(6-benzoylamino-purin-9-yl)-4-trifluoromethanesulfonyloxy-tetrahydro-furan-2-ylmethyl ester 
• 180403-69-4 Benzoic acid (2S,3R,4R,5R)-4-acetoxy-3-azidomethyl-5-(6-benzoylamino-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester 
• 180403-72-9 Benzoic acid (2S,3S,4R,5R)-3-azidomethyl-5-(6-benzoylamino-purin-9-yl)-4-hydroxy-tetrahydro-furan-2-ylmethyl ester 
• 180403-71-8 Benzoic acid (2S,3S,4R,5R)-5-(6-amino-purin-9-yl)-3-azidomethyl-4-hydroxy-tetrahydro-furan-2-ylmethyl ester 

Relevant academic research and scientific papers

Stereoselective synthesis of the β-anomer of 4′-thionucleosides based on electrophilic glycosidation to 4-thiofuranoid glycals

Three types of 4-thiofuranoid glycal with different 3,5-O-silyl protecting groups were prepared and their electrophilic glycosidation was investigated. The 3,5-bis-O-(tert-butyldimethylsilyl)-4-thiofuranoid glycal (5) was obtained through mesylation of 2-deoxy-4-thio-D-erythro-pentofuranose (4) and subsequent base-promoted elimination, while thermal elimination of sulfoxide derivatives was suitable for the preparation of 3,5-O-(tetraisopropyldisiloxane-1,3-diyl) (9) and 3,5-O-(di-tert-butylsilylene) (11) 4-thioglycals. The glycosidation reactions of these 4-thioglycals were carried out, in the presence of either PhSeCl or NIS, by using silylated derivatives of uracil, thymine, cytosine, and N6-benzoyladenine. Among the three 4-thioglycals, 11 was found to be an excellent glycosyl donor, forming the desired β-anomer exclusively irrespective of the nucleobase employed.