5'-O-(4,4'-dimethoxytriphenylmethyl)-1-(3,4-diacetoxybutyl)-N²-dimethylaminomethylene-2'-deoxyguanosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytriphenylmethyl)-1-(3,4-diacetoxybutyl)-N²-dimethylaminomethylene-2'-deoxyguanosine
• CAS No.: 596093-81-1
• Molecular Formula: C₄₂H₄₈N₆O₁₀
• Molecular Weight: 796.877

Synonyms:5'-O-(4,4'-dimethoxytriphenylmethyl)-1-(3,4-diacetoxybutyl)-N²-dimethylaminomethylene-2'-deoxyguanosine

Chemical Property of 5'-O-(4,4'-dimethoxytriphenylmethyl)-1-(3,4-diacetoxybutyl)-N²-dimethylaminomethylene-2'-deoxyguanosine

Chemical Property:

Purity/Quality:

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Technology Process of 5'-O-(4,4'-dimethoxytriphenylmethyl)-1-(3,4-diacetoxybutyl)-N²-dimethylaminomethylene-2'-deoxyguanosine

There total 5 articles about 5'-O-(4,4'-dimethoxytriphenylmethyl)-1-(3,4-diacetoxybutyl)-N²-dimethylaminomethylene-2'-deoxyguanosine 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: 75.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 1-(3,4-diacetoxybutyl)-N2-dimethylaminomethylene-2'-deoxyguanosine (596093-80-0) → 5'-O-(4,4'-dimethoxytriphenylmethyl)-1-(3,4-diacetoxybutyl)-N2-dimethylaminomethylene-2'-deoxyguanosine (596093-81-1)

Guidance literature:

In pyridine; at 20 ℃; for 1h;

DOI:10.1016/S0045-2068(02)00525-4

Reference yield:

3',5'-O-bis(tert-butyldimethylsilyl)-N2-dimethylaminomethylene-2'-deoxyguanosine → 5'-O-(4,4'-dimethoxytriphenylmethyl)-1-(3,4-diacetoxybutyl)-N2-dimethylaminomethylene-2'-deoxyguanosine (596093-81-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Cs₂CO₃ / tetrahydrofuran / 0.17 h / 20 °C

1.2: 94 percent / tetrahydrofuran / 70 °C

2.1: 94.6 percent / OsO₄; N-methylmorpholine N-oxide; t-BuOH / tetrahydrofuran; H₂O; acetone / 20 h / 20 °C

3.1: 93 percent / DMAP; pyridine / 15 h / 20 °C

4.1: 82 percent / HF / pyridine / 3 h / 20 °C

5.1: 75 percent / pyridine / 1 h / 20 °C

With pyridine; dmap; osmium(VIII) oxide; hydrogen fluoride; caesium carbonate; 4-methylmorpholine N-oxide; tert-butyl alcohol; In tetrahydrofuran; pyridine; water; acetone;

DOI:10.1016/S0045-2068(02)00525-4

Reference yield:

3',5'-O-bis(tert-butyldimethylsilyl)-1-(3,4-diacetoxybutyl)-N2-dimethylaminomethylene-2'-deoxyguanosine (596093-78-6) → 5'-O-(4,4'-dimethoxytriphenylmethyl)-1-(3,4-diacetoxybutyl)-N2-dimethylaminomethylene-2'-deoxyguanosine (596093-81-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / HF / pyridine / 3 h / 20 °C

2: 75 percent / pyridine / 1 h / 20 °C

With hydrogen fluoride; In pyridine;

DOI:10.1016/S0045-2068(02)00525-4

upstream raw materials:

4,4'-dimethoxytrityl chloride

1-(3,4-diacetoxybutyl)-N²-dimethylaminomethylene-2'-deoxyguanosine

3',5'-O-bis(tert-butyldimethylsilyl)-1-(but-3-enyl)-N²-dimethylaminomethylene-2'-deoxyguanosine

3',5'-O-bis(tert-butyldimethylsilyl)-1-(3,4-dihydroxybutyl)-N²-dimethylaminomethylene-2'-deoxyguanosine

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