N-2-(3-Cyclopentyloxy-4-methoxyphenyl)ethyl-N-4-nitrophenyl-α-methoxycarbonyl-α-diazoacetamide

Base Information

Chemical Name:N-2-(3-Cyclopentyloxy-4-methoxyphenyl)ethyl-N-4-nitrophenyl-α-methoxycarbonyl-α-diazoacetamide
CAS No.:256399-05-0
Molecular Formula:C₂₄H₂₆N₄O₇
Molecular Weight:482.493
Hs Code.:

Synonyms:N-2-(3-Cyclopentyloxy-4-methoxyphenyl)ethyl-N-4-nitrophenyl-α-methoxycarbonyl-α-diazoacetamide

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Chemical Property of N-2-(3-Cyclopentyloxy-4-methoxyphenyl)ethyl-N-4-nitrophenyl-α-methoxycarbonyl-α-diazoacetamide

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Technology Process of N-2-(3-Cyclopentyloxy-4-methoxyphenyl)ethyl-N-4-nitrophenyl-α-methoxycarbonyl-α-diazoacetamide

There total 7 articles about N-2-(3-Cyclopentyloxy-4-methoxyphenyl)ethyl-N-4-nitrophenyl-α-methoxycarbonyl-α-diazoacetamide 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: 91.0%

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

: 256399-05-0
N-2-(3-Cyclopentyloxy-4-methoxyphenyl)ethyl-N-4-nitrophenyl-α-methoxycarbonyl-α-diazoacetamide

Guidance literature:: With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 ℃; for 3h;
DOI:10.1055/s-1999-2958

Reference yield:

: 621-59-0
isovanillin

: 256399-05-0
N-2-(3-Cyclopentyloxy-4-methoxyphenyl)ethyl-N-4-nitrophenyl-α-methoxycarbonyl-α-diazoacetamide

Guidance literature:: Multi-step reaction with 6 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

6: 91 percent / 4-acetamidobenzenesulfonyl azide; DBU / acetonitrile / 3 h / 0 °C

With lithium aluminium tetrahydride; 4-acetamidobenzenesulfonyl azide; ammonium acetate; sodium carbonate; potassium carbonate; N,N-dimethyl-aniline; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Etherification / 2: Condensation / 3: Reduction / 4: Arylation / 5: Acylation / 6: Substitution;
DOI:10.1055/s-1999-2958

Reference yield:

: 137-43-9
Cyclopentyl bromide

: 256399-05-0
N-2-(3-Cyclopentyloxy-4-methoxyphenyl)ethyl-N-4-nitrophenyl-α-methoxycarbonyl-α-diazoacetamide

Guidance literature:: Multi-step reaction with 6 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

6: 91 percent / 4-acetamidobenzenesulfonyl azide; DBU / acetonitrile / 3 h / 0 °C

With lithium aluminium tetrahydride; 4-acetamidobenzenesulfonyl azide; ammonium acetate; sodium carbonate; potassium carbonate; N,N-dimethyl-aniline; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Etherification / 2: Condensation / 3: Reduction / 4: Arylation / 5: Acylation / 6: Substitution;
DOI:10.1055/s-1999-2958