190779-69-2

Upstream product

• 190779-52-3 ethyl-3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-D-glucopyranoside 
• 190779-66-9 Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-[(R)-2,3-bis-(4-methoxy-benzyloxy)-propoxy]-tetrahydro-pyran-4-yl ester 

Downstream Products

• 190779-86-3 N-(9-{(R)-2-{(2S,3R,4S,5S,6R)-3-Benzyloxy-6-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4,5-dihydroxy-tetrahydro-pyran-2-yloxy}-1-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-ethoxymethyl}-9H-purin-6-yl)-benzamide 
• 190779-84-1 Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-6-[(S)-2-(6-benzoylamino-purin-9-ylmethoxy)-3-(tert-butyl-diphenyl-silanyloxy)-propoxy]-5-benzyloxy-tetrahydro-pyran-4-yl ester 
• 190779-85-2 N-{9-[(S)-1-((2S,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-2-(tert-butyl-diphenyl-silanyloxy)-ethoxymethyl]-9H-purin-6-yl}-benzamide 
• 190779-75-0 Acetic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-ethoxymethyl ester 
• 190779-73-8 Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-methylsulfanylmethoxy-propoxy]-tetrahydro-pyran-4-yl ester 
• 190779-71-6 Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-propoxy]-tetrahydro-pyran-4-yl ester 

Relevant academic research and scientific papers

Synthesis of 3',4'-bisphosphate-containing analogs of adenophostin A

Glycosylation of ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-α/β-D-glucopyranoside (6) with tert-butyldiphenylsilylglycol (7) or 1,2-di-O-p-methoxybenzyl-sn-glycerol (16) under the agency of N-iodosuccinimide/triflic acid afforded α-glucosides 8 and 17, respectively. Protective group manipulations (8 → 10 and 17 → 20) and acetolysis of the methylthiomethyl functions yielded 2-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-1- (11) and 3-0-(3,4,6-tri-O-acetyl-2-O-benzyl -α-D-glucopyranosyl)-2-O-acetoxymethyl-1-O-tert-butyldiphenylsilyl-sn-glycerol (21). Vorbruggen condensation with silylated 6-N-benzoyladenine (22), subsequent protective group manipulations on 23 and 29 followed by phosphorylation furnished, after purification, homogeneous glycol-based adenophostin A analog 4 and glycerol-based analog 5.