9-[2-O-[2,3-di-O-benzoyl-5-O-bis[2-(4-nitrophenyl)ethyl]phosphorylyl-β-D-ribofuranosyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N²-isobutyryl guanine

Base Information

• Chemical Name: 9-[2-O-[2,3-di-O-benzoyl-5-O-bis[2-(4-nitrophenyl)ethyl]phosphorylyl-β-D-ribofuranosyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N²-isobutyryl guanine
• CAS No.: 556039-84-0
• Molecular Formula: C₆₁H₇₆N₇O₂₀PSi₂
• Molecular Weight: 1314.45

Synonyms:9-[2-O-[2,3-di-O-benzoyl-5-O-bis[2-(4-nitrophenyl)ethyl]phosphorylyl-β-D-ribofuranosyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N²-isobutyryl guanine

Chemical Property of 9-[2-O-[2,3-di-O-benzoyl-5-O-bis[2-(4-nitrophenyl)ethyl]phosphorylyl-β-D-ribofuranosyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N²-isobutyryl guanine

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Technology Process of 9-[2-O-[2,3-di-O-benzoyl-5-O-bis[2-(4-nitrophenyl)ethyl]phosphorylyl-β-D-ribofuranosyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N²-isobutyryl guanine

There total 4 articles about 9-[2-O-[2,3-di-O-benzoyl-5-O-bis[2-(4-nitrophenyl)ethyl]phosphorylyl-β-D-ribofuranosyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N²-isobutyryl 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: 68.0%

bis(p-nitrophenylethyl)phosphate triethylammonium salt + 9-[2-O-(2,3-di-O-benzoyl-β-D-ribofuranosyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N2-isobutyryl guanine (556039-82-8) → 9-[2-O-[2,3-di-O-benzoyl-5-O-bis[2-(4-nitrophenyl)ethyl]phosphorylyl-β-D-ribofuranosyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N2-isobutyryl guanine (556039-84-0)

Guidance literature:

With 1-methyl-1H-imidazole; Triphenylsilyl chloride; In pyridine; at 20 ℃; for 4h;

DOI:10.1002/hlca.200390050

Reference yield:

1,2,3-tri-O-benzoyl-5-O-(phenoxyacetyl)-D-ribofuranose → 9-[2-O-[2,3-di-O-benzoyl-5-O-bis[2-(4-nitrophenyl)ethyl]phosphorylyl-β-D-ribofuranosyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N2-isobutyryl guanine (556039-84-0)

Guidance literature:

Multi-step reaction with 3 steps

1: SnCl₄ / 1,2-dichloro-ethane / 0 °C

2: K₂CO₃ / methanol

3: TPSCl; 1-methylimidazole; pyridine

With pyridine; 1-methyl-1H-imidazole; Triphenylsilyl chloride; tin(IV) chloride; potassium carbonate; In methanol; 1,2-dichloro-ethane;

DOI:10.1081/NCN-120022748

Reference yield:

9-[2-O-[2,3-di-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-5-O-(phenoxyacetyl)-β-D-ribofuranosyl]-β-D-ribofuranosyl]-N2-isobutyryl guanine (556039-80-6) → 9-[2-O-[2,3-di-O-benzoyl-5-O-bis[2-(4-nitrophenyl)ethyl]phosphorylyl-β-D-ribofuranosyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N2-isobutyryl guanine (556039-84-0)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / methanol

2: TPSCl; 1-methylimidazole; pyridine

With pyridine; 1-methyl-1H-imidazole; Triphenylsilyl chloride; potassium carbonate; In methanol;

DOI:10.1081/NCN-120022748

upstream raw materials:

9-[2-O-(2,3-di-O-benzoyl-β-D-ribofuranosyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N²-isobutyryl guanine

9-[2-O-[2,3-di-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-5-O-(phenoxyacetyl)-β-D-ribofuranosyl]-β-D-ribofuranosyl]-N²-isobutyryl guanine

Downstream raw materials:

9-[2-O-(2,3-di-O-benzoyl-5-O-{bis[2-(4-nitrophenyl)ethyl]phosphorylyl}-β-D-ribofuranosyl)-β-D-ribofuranosyl]-N²-isobutyryl guanine

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