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

Base Information

• Chemical Name: 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
• CAS No.: 406215-05-2
• Molecular Formula: C₂₀H₂₁ClN₂O₃
• Molecular Weight: 372.851

Synonyms: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

Chemical Property of 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

Chemical Property:

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Technology Process of 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

There total 6 articles about 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 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: 90.0%

chloroacetyl chloride (79-04-9) + (1R,2R,6S,7S)-4-(2-Benzylamino-ethyl)-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione (406214-96-8) → 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)

Guidance literature:

With triethylamine; In dichloromethane;

Reference yield:

benzaldehyde (100-52-7) → 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)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / Et₃N; MgSO₄ / CH₂Cl₂

2: 54 percent / NaBH₃CN; AcOH / methanol / 4 h

3: 90 percent / Et₃N / CH₂Cl₂

With sodium cyanoborohydride; magnesium sulfate; acetic acid; triethylamine; In methanol; dichloromethane;

Reference yield:

(1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione (2746-19-2) → 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)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / toluene / 64 h / Heating

2: 86 percent / CH₂Cl₂

3: 100 percent / Et₃N; MgSO₄ / CH₂Cl₂

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

5: 90 percent / Et₃N / CH₂Cl₂

With sodium cyanoborohydride; magnesium sulfate; acetic acid; triethylamine; In methanol; dichloromethane; toluene;

upstream raw materials:

chloroacetyl chloride

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

benzaldehyde

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

Downstream raw materials:

[9-({benzyl-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-carbamoyl}-methyl)-9H-purin-6-yl]-carbamic acid tert-butyl ester

Diphenyl-carbamic acid 2-acetylamino-9-({benzyl-[2-((1S,2S,6R,7R)-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-carbamoyl}-methyl)-9H-purin-6-yl ester

2-(2-acetylamino-6-oxo-1,6-dihydro-purin-7-yl)-N-benzyl-N-[2-(3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-acetamide

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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