N²-iso-butyryl-9-[2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-β-D-ribofuranosyl]guanine

Base Information

• Chemical Name: N²-iso-butyryl-9-[2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-β-D-ribofuranosyl]guanine
• CAS No.: 183284-01-7
• Molecular Formula: C₄₀H₃₉N₅O₁₃
• Molecular Weight: 797.775

Synonyms:N²-iso-butyryl-9-[2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-β-D-ribofuranosyl]guanine

Chemical Property of N²-iso-butyryl-9-[2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-β-D-ribofuranosyl]guanine

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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Technology Process of N²-iso-butyryl-9-[2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-β-D-ribofuranosyl]guanine

There total 6 articles about N²-iso-butyryl-9-[2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-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: 84.0%

N2-iso-butyryl-9-[3,5-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-β-D-ribofuranosyl]guanine (183284-00-6) → N2-iso-butyryl-9-[2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-β-D-ribofuranosyl]guanine (183284-01-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.25h;

DOI:10.1080/07328309708006511

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → N2-iso-butyryl-9-[2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-β-D-ribofuranosyl]guanine (183284-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tin tetrachloride / 1,2-dichloro-ethane / 0.17 h / 0 °C

1.2: 82 percent / 1,2-dichloro-ethane / 16 h / 0 °C

2.1: 84 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 0.25 h / 20 °C

With tetrabutyl ammonium fluoride; tin(IV) chloride; In tetrahydrofuran; 1,2-dichloro-ethane; 1.1: stannylation / 1.2: glycosylation / 2.1: desilylation;

DOI:10.1080/07328309708006511

Reference yield:

3',5'-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-N2-isobutyrylguanosine (87865-78-9) → N2-iso-butyryl-9-[2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-β-D-ribofuranosyl]guanine (183284-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tin tetrachloride / 1,2-dichloro-ethane / 0.17 h / 0 °C

1.2: 82 percent / 1,2-dichloro-ethane / 16 h / 0 °C

2.1: 84 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 0.25 h / 20 °C

With tetrabutyl ammonium fluoride; tin(IV) chloride; In tetrahydrofuran; 1,2-dichloro-ethane; 1.1: stannylation / 1.2: glycosylation / 2.1: desilylation;

DOI:10.1080/07328309708006511

upstream raw materials:

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

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

3',5'-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-N₂-isobutyrylguanosine

Downstream raw materials:

C₆₁H₅₇N₅O₁₅

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