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

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Chemical Name: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
CAS No.:288101-61-1
Molecular Formula:C₁₉H₁₈F₃N₅O₉S
Molecular Weight:549.441
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 5 articles about 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 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: 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

: 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

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: 54 percent / 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

Reference yield:

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

: 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

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: 54 percent / 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