N⁶-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-3-O-(methoxytetrahydropyranyl)-β-D-arabinofuranosyl>adenine

Base Information

• Chemical Name: N⁶-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-3-O-(methoxytetrahydropyranyl)-β-D-arabinofuranosyl>adenine
• CAS No.: 115561-36-9
• Molecular Formula: C₅₆H₅₅N₅O₈
• Molecular Weight: 926.081

Synonyms:N⁶-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-3-O-(methoxytetrahydropyranyl)-β-D-arabinofuranosyl>adenine

Chemical Property of N⁶-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-3-O-(methoxytetrahydropyranyl)-β-D-arabinofuranosyl>adenine

Chemical Property:

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Technology Process of N⁶-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-3-O-(methoxytetrahydropyranyl)-β-D-arabinofuranosyl>adenine

There total 7 articles about N⁶-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-3-O-(methoxytetrahydropyranyl)-β-D-arabinofuranosyl>adenine 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: 89.0%

{9-[(2R,3S,4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-[(4-methoxy-phenyl)-diphenyl-methoxy]-4-(4-methoxy-tetrahydro-pyran-4-yloxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-[(4-methoxy-phenyl)-diphenyl-methyl]-amine (115561-35-8) → N6-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-3-O-(methoxytetrahydropyranyl)-β-D-arabinofuranosyl>adenine (115561-36-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1.5h; Ambient temperature;

DOI:10.1021/jm00118a006

Reference yield:

4-methoxy-2,6-dihydropyran (17327-22-9) → N6-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-3-O-(methoxytetrahydropyranyl)-β-D-arabinofuranosyl>adenine (115561-36-9)

Guidance literature:

Multi-step reaction with 2 steps

1: p-toluenesulfonic acid monohydrate / dioxane / 8.5 h / Ambient temperature

2: 89 percent / tetra-n-butylammonuim fluoride / tetrahydrofuran / 1.5 h / Ambient temperature

With tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jm00118a006

Reference yield:

9-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-β-D-arabinofuranosyl]adenine (87792-02-7) → N6-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-3-O-(methoxytetrahydropyranyl)-β-D-arabinofuranosyl>adenine (115561-36-9)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 72 h / 65 °C

2: 72 percent / KF, Et₄NBr / acetonitrile / 1 h / 50 °C

3: 90 percent / pyridine / 5 h / Ambient temperature

4: p-toluenesulfonic acid monohydrate / dioxane / 8.5 h / Ambient temperature

5: 89 percent / tetra-n-butylammonuim fluoride / tetrahydrofuran / 1.5 h / Ambient temperature

With potassium fluoride; tetraethylammonium bromide; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; pyridine; acetonitrile;

DOI:10.1021/jm00118a006

upstream raw materials:

{9-[(2R,3S,4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-[(4-methoxy-phenyl)-diphenyl-methoxy]-4-(4-methoxy-tetrahydro-pyran-4-yloxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-[(4-methoxy-phenyl)-diphenyl-methyl]-amine

4-methoxy-2,6-dihydropyran

9-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-β-D-arabinofuranosyl]adenine

N⁶-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-β-D-arabinofuranosyl>adenine

Downstream raw materials:

C₁₁₃H₁₁₁N₁₀O₁₇P

Methyl-phosphonic acid (2R,3R,4S,5R)-4-[(4-methoxy-phenyl)-diphenyl-methoxy]-5-(6-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-purin-9-yl)-3-(4-methoxy-tetrahydro-pyran-4-yloxy)-tetrahydro-furan-2-ylmethyl ester methyl ester

C₁₁₈H₁₁₂ClN₁₀O₁₈P

C₁₁₂H₁₀₉N₁₀O₁₇P

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