N-[2-(3-cyclopentyloxy-4-methoxy-phenyl)-ethyl]-N-(4-nitro-phenyl)-malonamic acid methyl ester

Base Information

Chemical Name:N-[2-(3-cyclopentyloxy-4-methoxy-phenyl)-ethyl]-N-(4-nitro-phenyl)-malonamic acid methyl ester
CAS No.:256399-04-9
Molecular Formula:C₂₄H₂₈N₂O₇
Molecular Weight:456.496
Hs Code.:

<i>N</i>-[2-(3-cyclopentyloxy-4-methoxy-phenyl)-ethyl]-<i>N</i>-(4-nitro-phenyl)-malonamic acid methyl ester

Synonyms:N-[2-(3-cyclopentyloxy-4-methoxy-phenyl)-ethyl]-N-(4-nitro-phenyl)-malonamic acid methyl ester

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Chemical Property of N-[2-(3-cyclopentyloxy-4-methoxy-phenyl)-ethyl]-N-(4-nitro-phenyl)-malonamic acid methyl ester

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Technology Process of N-[2-(3-cyclopentyloxy-4-methoxy-phenyl)-ethyl]-N-(4-nitro-phenyl)-malonamic acid methyl ester

There total 6 articles about N-[2-(3-cyclopentyloxy-4-methoxy-phenyl)-ethyl]-N-(4-nitro-phenyl)-malonamic acid methyl ester 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%

: 37517-81-0
3-chloro-3-oxopropanoic acid methyl ester

: 141333-62-2
[2-(3-cyclopentyloxy-4-methoxy-phenyl)-ethyl]-(4-nitro-phenyl)-amine

: 256399-04-9
N-[2-(3-cyclopentyloxy-4-methoxy-phenyl)-ethyl]-N-(4-nitro-phenyl)-malonamic acid methyl ester

Guidance literature:: With N,N-dimethyl-aniline; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1055/s-1999-2958

Reference yield:

: 621-59-0
isovanillin

: 256399-04-9
N-[2-(3-cyclopentyloxy-4-methoxy-phenyl)-ethyl]-N-(4-nitro-phenyl)-malonamic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / K₂CO₃ / dimethylformamide / 12 h / 60 °C

2: 79 percent / NH₄OAc / 3 h / Heating

3: LiAlH₄ / tetrahydrofuran / 1.5 h / Heating

4: Na₂CO₃ / ethanol / 12 h / 150 °C

5: 97 percent / N,N-dimethylaniline / CH₂Cl₂ / 2 h / 0 °C

With lithium aluminium tetrahydride; ammonium acetate; sodium carbonate; potassium carbonate; N,N-dimethyl-aniline; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Condensation / 3: Reduction / 4: Arylation / 5: Acylation;
DOI:10.1055/s-1999-2958

Reference yield:

: 137-43-9
Cyclopentyl bromide

: 256399-04-9
N-[2-(3-cyclopentyloxy-4-methoxy-phenyl)-ethyl]-N-(4-nitro-phenyl)-malonamic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / K₂CO₃ / dimethylformamide / 12 h / 60 °C

2: 79 percent / NH₄OAc / 3 h / Heating

3: LiAlH₄ / tetrahydrofuran / 1.5 h / Heating

4: Na₂CO₃ / ethanol / 12 h / 150 °C

5: 97 percent / N,N-dimethylaniline / CH₂Cl₂ / 2 h / 0 °C

With lithium aluminium tetrahydride; ammonium acetate; sodium carbonate; potassium carbonate; N,N-dimethyl-aniline; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Condensation / 3: Reduction / 4: Arylation / 5: Acylation;
DOI:10.1055/s-1999-2958