Phosphoric acid mono-[2-(2-{9-[(3aR,4R,6R,6aR)-6-(hydroxy-phenylsulfanyl-phosphoryloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-6-imino-6,9-dihydro-purin-1-yl}-ethoxy)-ethyl] ester

Base Information

• Chemical Name: Phosphoric acid mono-[2-(2-{9-[(3aR,4R,6R,6aR)-6-(hydroxy-phenylsulfanyl-phosphoryloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-6-imino-6,9-dihydro-purin-1-yl}-ethoxy)-ethyl] ester
• CAS No.: 911432-31-0
• Molecular Formula: C₂₃H₃₁N₅O₁₁P₂S
• Molecular Weight: 647.54

Synonyms:

Chemical Property of Phosphoric acid mono-[2-(2-{9-[(3aR,4R,6R,6aR)-6-(hydroxy-phenylsulfanyl-phosphoryloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-6-imino-6,9-dihydro-purin-1-yl}-ethoxy)-ethyl] ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphoric acid mono-[2-(2-{9-[(3aR,4R,6R,6aR)-6-(hydroxy-phenylsulfanyl-phosphoryloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-6-imino-6,9-dihydro-purin-1-yl}-ethoxy)-ethyl] ester

There total 7 articles about Phosphoric acid mono-[2-(2-{9-[(3aR,4R,6R,6aR)-6-(hydroxy-phenylsulfanyl-phosphoryloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-6-imino-6,9-dihydro-purin-1-yl}-ethoxy)-ethyl] 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:

Phosphoric acid mono-[2-(2-{9-[(3aR,4R,6R,6aR)-6-(bis-phenylsulfanyl-phosphoryloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-6-imino-6,9-dihydro-purin-1-yl}-ethoxy)-ethyl] ester → Phosphoric acid mono-[2-(2-{9-[(3aR,4R,6R,6aR)-6-(hydroxy-phenylsulfanyl-phosphoryloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-6-imino-6,9-dihydro-purin-1-yl}-ethoxy)-ethyl] ester (911432-31-0)

Guidance literature:

With pyridine; hypophosphorous acid; triethylamine; at 20 ℃; for 12h;

DOI:10.1021/jm060320e

Reference yield:

2-(2-{9-[(3aR,4R,6R,6aR)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-6-imino-6,9-dihydro-purin-1-yl}-ethoxy)-ethanol (911432-10-5) → Phosphoric acid mono-[2-(2-{9-[(3aR,4R,6R,6aR)-6-(hydroxy-phenylsulfanyl-phosphoryloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-6-imino-6,9-dihydro-purin-1-yl}-ethoxy)-ethyl] ester (911432-31-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 90 percent / pyridine / 8 h / 20 °C

2.1: 95 percent / tetrabutylammonium fluoride; AcOH / tetrahydrofuran / 2 h / 20 °C

3.1: 65 percent / pyridine; triisopropylbenzenesulfonyl chloride; tetrazole / 12 h / 20 °C

4.1: 85 percent / aq. AcOH / 8 h / 20 °C

5.1: POCl₃ / various solvent(s) / 0.58 h / 0 °C

5.2: aq. NaHCO₃ / various solvent(s) / 0.25 h / 0 °C

6.1: H₃PO₂; pyridine; Et₃N / 12 h / 20 °C

With pyridine; 1H-tetrazole; triisopropylbenzenesulfonyl chloride; tetrabutyl ammonium fluoride; hypophosphorous acid; acetic acid; triethylamine; trichlorophosphate; In tetrahydrofuran;

DOI:10.1021/jm060320e

Reference yield:

dithiophosphoric acid O-(6-{1-[2-(2-hydroxy-ethoxy)-ethyl]-6-imino-1,6-dihydro-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl) ester S,S'-diphenyl ester (911432-27-4) → Phosphoric acid mono-[2-(2-{9-[(3aR,4R,6R,6aR)-6-(hydroxy-phenylsulfanyl-phosphoryloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-6-imino-6,9-dihydro-purin-1-yl}-ethoxy)-ethyl] ester (911432-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: POCl₃ / various solvent(s) / 0.58 h / 0 °C

1.2: aq. NaHCO₃ / various solvent(s) / 0.25 h / 0 °C

2.1: H₃PO₂; pyridine; Et₃N / 12 h / 20 °C

With pyridine; hypophosphorous acid; triethylamine; trichlorophosphate; In various solvent(s);

DOI:10.1021/jm060320e

upstream raw materials:

2-(2-{9-[(3aR,4R,6R,6aR)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-6-imino-6,9-dihydro-purin-1-yl}-ethoxy)-ethanol

dithiophosphoric acid O-(6-{1-[2-(2-hydroxy-ethoxy)-ethyl]-6-imino-1,6-dihydro-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl) ester S,S'-diphenyl ester

{(3aR,4R,6R,6aR)-6-[6-Imino-1-(2-{2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethoxy}-ethyl)-1,6-dihydro-purin-9-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-methanol

9-[(3aR,4R,6R,6aR)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-1-(2-{2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethoxy}-ethyl)-1,9-dihydro-purin-6-ylideneamine

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