N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine

Base Information

• Chemical Name: N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine
• CAS No.: 112154-53-7
• Molecular Formula: C₄₅H₅₁N₅O₁₁
• Molecular Weight: 837.927

Synonyms:N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine

Chemical Property of N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine

Chemical Property:

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Technology Process of N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine

There total 4 articles about N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-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: 97.0%

5'-O-(4,4'-dimethoxytrityl)-N2-isobutyryl-N1,N2-bis(isobutyryloxy)ethylenedeoxyguanosine (112154-52-6) → N2-isobutyryl-1,N2-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine (112154-53-7)

Guidance literature:

With pyridine; zinc; In acetylacetone; for 1h; Ambient temperature;

DOI:10.1246/bcsj.60.1407

Reference yield: 60.0%

N2-isobutyryl-1,N2-[1,2-di(isobutyryloxy)ethylene]-2'-deoxyguanosine (1256244-57-1) + 4,4'-dimethoxytrityl chloride (40615-36-9) → N2-isobutyryl-1,N2-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine (112154-53-7)

Guidance literature:

With pyridine; at 20 ℃; for 16h;

DOI:10.3390/molecules15117509

Reference yield:

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine (68892-41-1) → N2-isobutyryl-1,N2-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine (112154-53-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / pyridine / 2 h / Ambient temperature

2: 92 percent

3: 97 percent / zinc, pyridine / pentane-2,4-dione / 1 h / Ambient temperature

With pyridine; zinc; In acetylacetone;

DOI:10.1246/bcsj.60.1407

upstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-N²-isobutyryl-N¹,N²-bis(isobutyryloxy)ethylenedeoxyguanosine

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine

5'-O-(4,4'-dimethoxytrityl)-3'-O-(2,2,2-trichloroethoxycarbonyl)-N²-isobutyryldeoxyguanosine

N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-2'-deoxyguanosine

Downstream raw materials:

N₂-isobutyryl-1,N₂-[1,2-di(isobutyryloxy)ethylene]-3',5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite)

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