N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Base Information

Chemical Name:N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide
CAS No.:583047-58-9
Molecular Formula:C₄₅H₅₁N₅O₇Si
Molecular Weight:802.015
Hs Code.:

<i>N</i>-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9<i>H</i>-purin-6-yl}-benzamide

Synonyms:N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

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Chemical Property of N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

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Technology Process of N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

There total 7 articles about N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide 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: 67.3%

: 583047-57-8
N⁶-benzoyl-3'-O-tert-butyldimethylsilyl-2'-deoxy-4'-C-hydroxymethyladenosine

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 583047-58-9
N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1081/NCN-120037508

Reference yield:

: N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-formyl-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

: 583047-58-9
N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.68 g / NaBH₄ / ethanol / 0.5 h / 0 °C

2: 67.3 percent / triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

With sodium tetrahydroborate; triethylamine; In ethanol; dichloromethane;
DOI:10.1081/NCN-120037508

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 583047-58-9
N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole / dimethylformamide / 20 °C

2: 1.20 g / p-toluenesulfonic acid hydrate / CHCl₃; methanol / 0.5 h / 0 °C

3: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; pyridine; trifluoroacetic acid / toluene; dimethylsulfoxide / 2 h / 20 °C

4: NaOH / dioxane; H₂O / 1 h / 20 °C

5: 1.68 g / NaBH₄ / ethanol / 0.5 h / 0 °C

6: 67.3 percent / triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In 1,4-dioxane; methanol; ethanol; dichloromethane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 3: Moffatt oxidation;
DOI:10.1081/NCN-120037508