N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-methoxy-8-oxo-8,9-dihydro-7H-purin-2-yl]-2-phenoxy-acetamide

Base Information

Chemical Name:N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-methoxy-8-oxo-8,9-dihydro-7H-purin-2-yl]-2-phenoxy-acetamide
CAS No.:174361-98-9
Molecular Formula:C₁₉H₂₁N₅O₇
Molecular Weight:431.405
Hs Code.:

Synonyms:N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-methoxy-8-oxo-8,9-dihydro-7H-purin-2-yl]-2-phenoxy-acetamide

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Chemical Property of N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-methoxy-8-oxo-8,9-dihydro-7H-purin-2-yl]-2-phenoxy-acetamide

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Technology Process of N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-methoxy-8-oxo-8,9-dihydro-7H-purin-2-yl]-2-phenoxy-acetamide

There total 6 articles about N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-methoxy-8-oxo-8,9-dihydro-7H-purin-2-yl]-2-phenoxy-acetamide 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%

: 174361-97-8
N-{9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-methoxy-8-oxo-8,9-dihydro-7H-purin-2-yl}-2-phenoxy-acetamide

: 174361-98-9
N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-methoxy-8-oxo-8,9-dihydro-7H-purin-2-yl]-2-phenoxy-acetamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 24 ℃; for 2h;
DOI:10.1016/0040-4039(95)02069-1

Reference yield:

: 13389-03-2
8-bromo-2'-deoxyguanosine

: 174361-98-9
N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-methoxy-8-oxo-8,9-dihydro-7H-purin-2-yl]-2-phenoxy-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1: dimethylsulfoxide; phenylmethanol / 24 h / 65 °C

2: imidazole / dimethylformamide / 4 h / 24 °C

3: pyridine / 16 h / 24 °C

4: 54.5 percent / DEAD, PH₃P / dioxane / 16 h / 24 °C

5: 96 percent / hydrogen / 10percent Pd/C / 1 h / 24 °C / 2585.7 Torr

6: 90 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 24 °C

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzyl alcohol;
DOI:10.1016/0040-4039(95)02069-1

Reference yield:

: 96964-90-8
8-(benzyloxy)-2'-deoxyguanosine

: 174361-98-9
N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-methoxy-8-oxo-8,9-dihydro-7H-purin-2-yl]-2-phenoxy-acetamide

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / dimethylformamide / 4 h / 24 °C

2: pyridine / 16 h / 24 °C

3: 54.5 percent / DEAD, PH₃P / dioxane / 16 h / 24 °C

4: 96 percent / hydrogen / 10percent Pd/C / 1 h / 24 °C / 2585.7 Torr

5: 90 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 24 °C

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)02069-1