N⁶-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-5-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl>adenine

Base Information

• Chemical Name: N⁶-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-5-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl>adenine
• CAS No.: 115561-34-7
• Molecular Formula: C₅₆H₅₉N₅O₆Si
• Molecular Weight: 926.2

Synonyms:N⁶-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-5-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl>adenine

Chemical Property of N⁶-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-5-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl>adenine

Chemical Property:

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Technology Process of N⁶-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-5-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl>adenine

There total 4 articles about N⁶-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-5-O-(tert-butyldimethylsilyl)-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: 90.0%

tert-butyldimethylsilyl chloride (18162-48-6) + N6-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-β-D-arabinofuranosyl>adenine (115561-32-5) → N6-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-5-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl>adenine (115561-34-7)

Guidance literature:

In pyridine; for 5h; Ambient temperature;

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)-5-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl>adenine (115561-34-7)

Guidance literature:

Multi-step reaction with 3 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

With potassium fluoride; tetraethylammonium bromide; In pyridine; acetonitrile;

DOI:10.1021/jm00118a006

Reference yield:

[(4-Methoxy-phenyl)-diphenyl-methyl]-(9-{(2R,3S,3aR,9aR)-5,5,7,7-tetraisopropyl-3-[(4-methoxy-phenyl)-diphenyl-methoxy]-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl}-9H-purin-6-yl)-amine (115561-31-4) → N6-(4-monomethoxytrityl)-9-<2-O-(4-monomethoxytrityl)-5-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl>adenine (115561-34-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 90 percent / pyridine / 5 h / Ambient temperature

With potassium fluoride; tetraethylammonium bromide; In pyridine; acetonitrile;

DOI:10.1021/jm00118a006

upstream raw materials:

tert-butyldimethylsilyl chloride

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

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

[(4-Methoxy-phenyl)-diphenyl-methyl]-(9-{(2R,3S,3aR,9aR)-5,5,7,7-tetraisopropyl-3-[(4-methoxy-phenyl)-diphenyl-methoxy]-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl}-9H-purin-6-yl)-amine

Downstream 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

C₅₆H₅₆N₅O₁₀P*C₆H₁₅N

Phosphoric acid 2-chloro-phenyl ester (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; compound with triethyl-amine

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

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