Benzoic acid (2R,3R,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Benzoic acid (2R,3R,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester
CAS No.:195375-58-7
Molecular Formula:C₃₀H₃₅N₅O₅Si
Molecular Weight:573.724
Hs Code.:

Synonyms:Benzoic acid (2R,3R,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester

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Chemical Property of Benzoic acid (2R,3R,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester

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Technology Process of Benzoic acid (2R,3R,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester

There total 1 articles about Benzoic acid (2R,3R,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester 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: 83.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 116597-14-9
N⁶-benzoyl-9-(3-O-benzoyl-2-deoxy-β-D-threo-pentofuranosyl)adenine

: 195375-58-7
Benzoic acid (2R,3R,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester

Guidance literature:: With dmap; triethylamine; In pyridine; for 16h; Ambient temperature;
DOI:10.1021/jo970801t

Reference yield: 94.0%

: 195375-58-7
Benzoic acid (2R,3R,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester

: 195375-59-8
6-N-benzoyl-5'-O-(tert-butyldimethylsilyl)-2'-deoxy-3'-xylo-adenosine

Guidance literature:: With sodium hydroxide; In 1,4-dioxane; methanol; at 0 ℃; for 0.0833333h;
DOI:10.1021/jo970801t

Reference yield:

: 195375-58-7
Benzoic acid (2R,3R,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester

: 195375-62-3
N-{9-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / 2 M NaOH / methanol; dioxane / 0.08 h / 0 °C

2: 18.8 g / LiN₃, PPh₃, DEAD / dimethylformamide / 6 h / Ambient temperature

3: 68 percent / H₂ / 10percent Pd/C / ethanol; CH₂Cl₂

4: 98 percent / Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

With sodium hydroxide; lithium azide; hydrogen; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo970801t