Butyric acid (2R,3S,5R)-5-{2-amino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-butyryloxymethyl-tetrahydro-furan-3-yl ester

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Chemical Name:Butyric acid (2R,3S,5R)-5-{2-amino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-butyryloxymethyl-tetrahydro-furan-3-yl ester
CAS No.:288101-58-6
Molecular Formula:C₂₆H₃₂N₆O₈
Molecular Weight:556.575
Hs Code.:

Synonyms:Butyric acid (2R,3S,5R)-5-{2-amino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-butyryloxymethyl-tetrahydro-furan-3-yl ester

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Chemical Property of Butyric acid (2R,3S,5R)-5-{2-amino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-butyryloxymethyl-tetrahydro-furan-3-yl ester

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Technology Process of Butyric acid (2R,3S,5R)-5-{2-amino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-butyryloxymethyl-tetrahydro-furan-3-yl ester

There total 1 articles about Butyric acid (2R,3S,5R)-5-{2-amino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-butyryloxymethyl-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: 90.0%

: 100-27-6
2-(4-nitrophenyl)ethanol

: 79971-08-7
3',5'-O-dibutyryl 2'-deoxyguanosine

: 288101-58-6
Butyric acid (2R,3S,5R)-5-{2-amino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-butyryloxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; at 95 ℃; for 1h;
DOI:10.1016/S0040-4039(00)00461-5

Reference yield: 75.0%

: 288101-58-6
Butyric acid (2R,3S,5R)-5-{2-amino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-butyryloxymethyl-tetrahydro-furan-3-yl ester

: 288101-59-7
Butyric acid (2R,3S,5R)-2-butyryloxymethyl-5-{6-[2-(4-nitro-phenyl)-ethoxy]-2-oxo-2,3-dihydro-purin-9-yl}-tetrahydro-furan-3-yl ester

Guidance literature:: With acetic acid; sodium nitrite; In water; acetone; at 20 ℃; for 4h;
DOI:10.1016/S0040-4039(00)00461-5

Reference yield:

: 288101-58-6
Butyric acid (2R,3S,5R)-5-{2-amino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-butyryloxymethyl-tetrahydro-furan-3-yl ester

: Butyric acid (2R,3S,5R)-3-hydroxy-5-{6-[2-(4-nitro-phenyl)-ethoxy]-2-trifluoromethanesulfonyloxy-purin-9-yl}-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / NaNO₂; HOAc / H₂O; acetone / 4 h / 20 °C

2: 75 percent / Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

3: PPL Type II / dimethylformamide; various solvent(s) / 16 h / 37 °C / pH 7.6

With PPL Type II; acetic acid; triethylamine; sodium nitrite; In dichloromethane; water; N,N-dimethyl-formamide; acetone; 1: Diazotization / 2: Esterification / 3: Hydrolysis;
DOI:10.1016/S0040-4039(00)00461-5