3',5'-di-O-acetyl-2'-O-(4-methoxytetrahydropyran-4-yl)-N²-benzoylguanosine

Base Information

• Chemical Name: 3',5'-di-O-acetyl-2'-O-(4-methoxytetrahydropyran-4-yl)-N²-benzoylguanosine
• CAS No.: 83906-43-8
• Molecular Formula: C₂₇H₃₁N₅O₁₀
• Molecular Weight: 585.571
• Mol file: 83906-43-8.mol

Synonyms:3',5'-di-O-acetyl-2'-O-(4-methoxytetrahydropyran-4-yl)-N²-benzoylguanosine

Chemical Property of 3',5'-di-O-acetyl-2'-O-(4-methoxytetrahydropyran-4-yl)-N²-benzoylguanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3',5'-di-O-acetyl-2'-O-(4-methoxytetrahydropyran-4-yl)-N²-benzoylguanosine

There total 1 articles about 3',5'-di-O-acetyl-2'-O-(4-methoxytetrahydropyran-4-yl)-N²-benzoylguanosine 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: 71.0%

3',5'-di-O-acetyl-N2-benzoylguanosine (66781-55-3) + 4-methoxy-2,6-dihydropyran (17327-22-9) → 3',5'-di-O-acetyl-2'-O-(4-methoxytetrahydropyran-4-yl)-N2-benzoylguanosine (83906-43-8)

Guidance literature:

With toluene-4-sulfonic acid; In 1,4-dioxane; for 3h;

DOI:10.1246/bcsj.55.2949

Reference yield:

3',5'-di-O-acetyl-2'-O-(4-methoxytetrahydropyran-4-yl)-N2-benzoylguanosine (83906-43-8) → 2'-O-(4-methoxytetrahydropyran-4-yl)-N2-tritylguanosine (69471-64-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 76 percent / butylamine / methanol / 24 h / Ambient temperature

2: 90 percent / pyridine / 2 h / 60 °C

3: pyridine / 6 h / 80 °C

4: 90 percent / butylamine / methanol / 24 h / Ambient temperature

With pyridine; N-butylamine; In methanol;

DOI:10.1246/bcsj.55.2949

Reference yield:

3',5'-di-O-acetyl-2'-O-(4-methoxytetrahydropyran-4-yl)-N2-benzoylguanosine (83906-43-8) → 3',5'-di-O-acetyl-2'-O-(4-methoxytetrahydropyran-4-yl)-N2-tritylguanosine (69471-63-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / butylamine / methanol / 24 h / Ambient temperature

2: 90 percent / pyridine / 2 h / 60 °C

3: pyridine / 6 h / 80 °C

With pyridine; N-butylamine; In methanol;

DOI:10.1246/bcsj.55.2949

upstream raw materials:

3',5'-di-O-acetyl-N²-benzoylguanosine

4-methoxy-2,6-dihydropyran

Downstream raw materials:

2'-O-(4-methoxytetrahydropyran-4-yl)-N²-tritylguanosine

3',5'-di-O-acetyl-2'-O-(4-methoxytetrahydropyran-4-yl)-N²-tritylguanosine

S,S-bis(4-methoxyphenyl)-2'-O-(4-methoxytetrahydropyran-4-yl)-N²-tritylguanosine-5'-phosphorodithioate

Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenylsulfanyl)-phosphoryloxymethyl]-4-(4-methoxy-tetrahydro-pyran-4-yloxy)-5-[6-oxo-2-(trityl-amino)-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3-yl ester 2,2,2-trichloro-ethyl ester