N-(bis-trimethylsilanyl-methyl)-2-diazo-N-[2-(4-methoxy-phenyl)-ethyl]-3-oxo-butyramide

Base Information

• Chemical Name: N-(bis-trimethylsilanyl-methyl)-2-diazo-N-[2-(4-methoxy-phenyl)-ethyl]-3-oxo-butyramide
• CAS No.: 882408-57-3
• Molecular Formula: C₂₀H₃₃N₃O₃Si₂
• Molecular Weight: 419.671

Synonyms:N-(bis-trimethylsilanyl-methyl)-2-diazo-N-[2-(4-methoxy-phenyl)-ethyl]-3-oxo-butyramide

Chemical Property of N-(bis-trimethylsilanyl-methyl)-2-diazo-N-[2-(4-methoxy-phenyl)-ethyl]-3-oxo-butyramide

Chemical Property:

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Technology Process of N-(bis-trimethylsilanyl-methyl)-2-diazo-N-[2-(4-methoxy-phenyl)-ethyl]-3-oxo-butyramide

There total 4 articles about N-(bis-trimethylsilanyl-methyl)-2-diazo-N-[2-(4-methoxy-phenyl)-ethyl]-3-oxo-butyramide 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: 81.0%

N-(bis-trimethylsilanyl-methyl)-N-[2-(4-methoxy-phenyl)-ethyl]-3-oxo-butyramide (882408-56-2) → N-(bis-trimethylsilanyl-methyl)-2-diazo-N-[2-(4-methoxy-phenyl)-ethyl]-3-oxo-butyramide (882408-57-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; Methanesulfonyl azide; In acetonitrile;

DOI:10.1016/j.tetasy.2005.12.020

Reference yield:

N-(4-methoxyphenethyl)bis(trimethylsilyl)methylamine (882408-55-1) → N-(bis-trimethylsilanyl-methyl)-2-diazo-N-[2-(4-methoxy-phenyl)-ethyl]-3-oxo-butyramide (882408-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP / tetrahydrofuran

2: 81 percent / methanesulfonyl azide; DBU / acetonitrile

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; Methanesulfonyl azide; In tetrahydrofuran; acetonitrile;

DOI:10.1016/j.tetasy.2005.12.020

Reference yield:

4-methoxyphenethyl bromide (14425-64-0) → N-(bis-trimethylsilanyl-methyl)-2-diazo-N-[2-(4-methoxy-phenyl)-ethyl]-3-oxo-butyramide (882408-57-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 54 percent / Na₂CO₃; NaI / dimethylformamide

2: DMAP / tetrahydrofuran

3: 81 percent / methanesulfonyl azide; DBU / acetonitrile

With dmap; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; Methanesulfonyl azide; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tetasy.2005.12.020

upstream raw materials:

N-(bis-trimethylsilanyl-methyl)-N-[2-(4-methoxy-phenyl)-ethyl]-3-oxo-butyramide

N-(4-methoxyphenethyl)bis(trimethylsilyl)methylamine

4-methoxyphenethyl bromide

bis(trimethylsilyl)methylamine

Downstream raw materials:

N-bis(trimethylsilyl)methyl-N-[2-(4-methoxyphenyl)ethyl]-α-diazoacetamide

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