((2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-(benzoyloxy)-3-fluorotetrahydrofuran-2-yl)methyl benzoate

Base Information

Chemical Name:((2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-(benzoyloxy)-3-fluorotetrahydrofuran-2-yl)methyl benzoate
CAS No.:230632-62-9
Molecular Formula:C₂₄H₂₀FN₅O₅
Molecular Weight:477.452
Hs Code.:

Synonyms:((2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-(benzoyloxy)-3-fluorotetrahydrofuran-2-yl)methyl benzoate

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Chemical Property of ((2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-(benzoyloxy)-3-fluorotetrahydrofuran-2-yl)methyl benzoate

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Technology Process of ((2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-(benzoyloxy)-3-fluorotetrahydrofuran-2-yl)methyl benzoate

There total 16 articles about ((2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-(benzoyloxy)-3-fluorotetrahydrofuran-2-yl)methyl benzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 9-(2′,5′-di-O-benzoyl-3′-deoxy-3′-fluoro-β-D-ribofuranosyl)-6-chloropurine

: 230632-62-9
((2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-(benzoyloxy)-3-fluorotetrahydrofuran-2-yl)methyl benzoate

Guidance literature:: With ammonia; In methanol; at 150 ℃; for 1.5h; Microwave irradiation;

Reference yield:

: C₂₄H₁₈FN₇O₅

: 230632-62-9
((2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-(benzoyloxy)-3-fluorotetrahydrofuran-2-yl)methyl benzoate

Guidance literature:: With trimethylphosphane; In tetrahydrofuran; for 1h;
DOI:10.1016/j.ejmech.2021.113290

Reference yield:

: 112668-55-0
methyl 2-O-benzyl-5-O-t-butyldimethylsilyl-β-D-xylofuranoside

: 230632-62-9
((2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-(benzoyloxy)-3-fluorotetrahydrofuran-2-yl)methyl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 106.8 g / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

2: 58 percent / tetrabutylammonium fluoride / tetrahydrofuran / 7 h / 0 °C

3: H₂ / 5percent Pd/C / ethanol / 24 h

4: pyridine / 24 h / Ambient temperature

5: 1.) 30percent HBr, 2.) Hg(CN)2 / 1.) AcOH, Ac₂O, RT; 4 h, 2.) nitromethane, reflux, 1 h

With pyridine; 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; hydrogen bromide; hydrogen; mercury(II) cyanide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1246/bcsj.62.2119