2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-N-benzyl-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-acetamide

Base Information

• Chemical Name: 2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-N-benzyl-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-acetamide
• CAS No.: 406215-17-6
• Molecular Formula: C₂₇H₂₇N₇O₅
• Molecular Weight: 529.555

Synonyms:2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-N-benzyl-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-acetamide

Chemical Property of 2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-N-benzyl-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-acetamide

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Technology Process of 2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-N-benzyl-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-acetamide

There total 7 articles about 2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-N-benzyl-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-acetamide 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: 48.0%

N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide (19962-37-9) + N-benzyl-2-chloro-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.02,6]dec-8-en-4-yl)-ethyl]-acetamide (406215-05-2) → 2-(2-acetylamino-6-oxo-1,6-dihydro-purin-7-yl)-N-benzyl-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.02,6]dec-8-en-4-yl)-ethyl]-acetamide (406215-16-5) + 2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-N-benzyl-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.02,6]dec-8-en-4-yl)-ethyl]-acetamide (406215-17-6)

Guidance literature:

N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide; With sodium hydride; In N,N-dimethyl-formamide; for 0.0833333h;

N-benzyl-2-chloro-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-acetamide; With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; Further stages.;

Reference yield:

benzaldehyde (100-52-7) → 2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-N-benzyl-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.02,6]dec-8-en-4-yl)-ethyl]-acetamide (406215-17-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 100 percent / Et₃N; MgSO₄ / CH₂Cl₂

2.1: 54 percent / NaBH₃CN; AcOH / methanol / 4 h

3.1: 90 percent / Et₃N / CH₂Cl₂

4.1: NaH / dimethylformamide / 0.08 h

4.2: 29 percent / tetrabutylammonium iodide / dimethylformamide

With sodium hydride; sodium cyanoborohydride; magnesium sulfate; acetic acid; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

(1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione (2746-19-2) → 2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-N-benzyl-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.02,6]dec-8-en-4-yl)-ethyl]-acetamide (406215-17-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 92 percent / toluene / 64 h / Heating

2.1: 86 percent / CH₂Cl₂

3.1: 100 percent / Et₃N; MgSO₄ / CH₂Cl₂

4.1: 54 percent / NaBH₃CN; AcOH / methanol / 4 h

5.1: 90 percent / Et₃N / CH₂Cl₂

6.1: NaH / dimethylformamide / 0.08 h

6.2: 29 percent / tetrabutylammonium iodide / dimethylformamide

With sodium hydride; sodium cyanoborohydride; magnesium sulfate; acetic acid; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide

N-benzyl-2-chloro-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-acetamide

benzaldehyde

(1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione

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