N²-(p-n-butylphenyl)-9-<2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)-β-D-ribofuranosyl>guanine

Base Information

• Chemical Name: N²-(p-n-butylphenyl)-9-<2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)-β-D-ribofuranosyl>guanine
• CAS No.: 87782-01-2
• Molecular Formula: C₃₂H₅₁N₅O₅Si₂
• Molecular Weight: 641.958

Synonyms:N²-(p-n-butylphenyl)-9-<2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)-β-D-ribofuranosyl>guanine

Chemical Property of N²-(p-n-butylphenyl)-9-<2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)-β-D-ribofuranosyl>guanine

Chemical Property:

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Technology Process of N²-(p-n-butylphenyl)-9-<2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)-β-D-ribofuranosyl>guanine

There total 11 articles about N²-(p-n-butylphenyl)-9-<2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)-β-D-ribofuranosyl>guanine 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: 92.0%

Imidazole-1-carbothioic acid O-{(2R,3R,3aR,9aR)-2-[2-(4-butyl-phenylamino)-6-oxo-1,6-dihydro-purin-9-yl]-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl} ester (87782-09-0) → N2-(p-n-butylphenyl)-9-<2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)-β-D-ribofuranosyl>guanine (87782-01-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 2h; Heating;

DOI:10.1021/jm00368a012

Reference yield:

4-Butylaniline (104-13-2) → N2-(p-n-butylphenyl)-9-<2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)-β-D-ribofuranosyl>guanine (87782-01-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 56 percent / 2-methoxy-ethanol / 1.5 h / Heating

2: 98 percent / aq. NH₃ / ethanol / 72 h

3: 81 percent / pyridine / Ambient temperature

4: 83 percent / dimethylformamide / 4.5 h / 35 °C

5: 92 percent / tri-n-butyltin hydride, 2,2'-azobis<2-methylpropionitrile> / toluene / 2 h / Heating

With pyridine; ammonium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In ethanol; 2-methoxy-ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00368a012

Reference yield:

2-bromo-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)hypoxanthine (41623-91-0) → N2-(p-n-butylphenyl)-9-<2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)-β-D-ribofuranosyl>guanine (87782-01-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 56 percent / 2-methoxy-ethanol / 1.5 h / Heating

2: 98 percent / aq. NH₃ / ethanol / 72 h

3: 81 percent / pyridine / Ambient temperature

4: 83 percent / dimethylformamide / 4.5 h / 35 °C

5: 92 percent / tri-n-butyltin hydride, 2,2'-azobis<2-methylpropionitrile> / toluene / 2 h / Heating

With pyridine; ammonium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In ethanol; 2-methoxy-ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00368a012

upstream raw materials:

Imidazole-1-carbothioic acid O-{(2R,3R,3aR,9aR)-2-[2-(4-butyl-phenylamino)-6-oxo-1,6-dihydro-purin-9-yl]-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl} ester

2-bromo-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)hypoxanthine

4-Butylaniline

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

Downstream raw materials:

N2-(p-n-Butylphenyl)-9-(2-deoxy-β-D-ribofuranosyl)guanine

N²-(p-n-butylphenyl)-2'-deoxyguanosine 5'-triphosphate

C₂₀H₂₇N₅O₁₀P₂

N²-(p-n-butylphenyl)-2'-deoxyguanosine 5'-phosphate

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