9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one

Base Information

Chemical Name:9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one
CAS No.:108310-94-7
Molecular Formula:C₁₈H₁₉N₅O₇
Molecular Weight:417.378
Hs Code.:

Synonyms:9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one

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Chemical Property of 9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one

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Technology Process of 9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one

There total 7 articles about 9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one 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: 99.0%

: 108310-93-6
3',5'-di-O-acetyl-2'-deoxy-O⁶-[2-(4-nitrophenyl)ethyl]xanthosine

: 108310-94-7
9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one

Guidance literature:: With ammonia; In methanol; water;
DOI:10.1002/1522-2675(20000705)83:7<1517::AID-HLCA1517>3.0.CO;2-S

Reference yield: 54.0%

: 288101-60-0
Butyric acid (2R,3S,5R)-2-butyryloxymethyl-5-{6-[2-(4-nitro-phenyl)-ethoxy]-2-trifluoromethanesulfonyloxy-purin-9-yl}-tetrahydro-furan-3-yl ester

: 108310-94-7
9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one

: 288101-61-1
Trifluoro-methanesulfonic acid 9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-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

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

Guidance literature:: With PPL Type II; In N,N-dimethyl-formamide; at 37 ℃; for 16h; pH=7.6;
DOI:10.1016/S0040-4039(00)00461-5

Reference yield:

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

: 108310-94-7
9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / PH₃P; DEAD / dioxane / 1 h / 95 °C

2: 75 percent / NaNO₂; HOAc / H₂O; acetone / 4 h / 20 °C

3: 75 percent / Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

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

With PPL Type II; acetic acid; triethylamine; triphenylphosphine; sodium nitrite; diethylazodicarboxylate; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetone; 1: Alkylation / 2: Diazotization / 3: Esterification / 4: Hydrolysis;
DOI:10.1016/S0040-4039(00)00461-5