190779-52-3

Upstream product

• 30253-76-0 1,3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-glucopyranoside 
• 5573-62-6 (ethylthio)trimethylsilane 

Downstream Products

• 177412-79-2 Acetic acid (2R,3R,4S,5R,6R)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-4-yl ester 
• 190779-53-4 Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethoxy]-tetrahydro-pyran-4-yl ester 
• 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 
• 190970-11-7 Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-5-hydroxy-tetrahydro-pyran-4-yl ester 
• 190970-12-8 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl ester 
• 177412-82-7 Acetic acid (2R,3R,4R,5R)-2-acetoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-((2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 
• 190970-14-0 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,3R,4R,5R)-4,5-diacetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-tetrahydro-pyran-3-yl ester 
• 177412-84-9 N-{9-[(2R,3R,4S,5R)-4-((2R,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide 
• 190970-16-2 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(2R,3S,4R,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-furan-3-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester 
• 177412-83-8 Acetic acid (2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-((2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 
• 190970-15-1 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-2-[(2R,3R,4R,5R)-4-acetoxy-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-6-acetoxymethyl-tetrahydro-pyran-3-yl ester 
• 177412-85-0 N-(9-{(2R,3R,4S,5R)-4-{(2R,3R,4S,5S,6R)-3-Benzyloxy-6-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4,5-dihydroxy-tetrahydro-pyran-2-yloxy}-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide 
• 190970-17-3 C₇₀H₇₁N₅O₁₅ 
• 29741-69-3 3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-glucopyranosyl bromide 

Relevant academic research and scientific papers

An expeditious route to the synthesis of adenophostin A

Glycosylation of 1,2-O-isopropylidene-5-O-tert-butyldiphenylsilyl-α-D-ribofuranose (8) with ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-α/β-D-glucopyranoside (7) under the agency of N-iodosuccinimide and trifluoromethanesulfonic acid (cat.) afforded α-linked dimer 10 in 95% yield. Vorbruggen-type condensation of 12, obtained by deacetonation of 10 and subsequent acetylation, with bis-trimethylsilyl N6-benzoyl adenine gave adenosyl glucoside 13. Protective group manipulations followed by phosphorylation furnished, after deprotection, homogeneous 2 in high overall yield.