2-[ethyl(2-methoxyphenyl)carbamoyl]cyclopent-2-enecarboxylic acid methyl ester

Base Information

Chemical Name:2-[ethyl(2-methoxyphenyl)carbamoyl]cyclopent-2-enecarboxylic acid methyl ester
CAS No.:516490-65-6
Molecular Formula:C₁₇H₂₁NO₄
Molecular Weight:303.358
Hs Code.:

Synonyms:2-[ethyl(2-methoxyphenyl)carbamoyl]cyclopent-2-enecarboxylic acid methyl ester

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Chemical Property of 2-[ethyl(2-methoxyphenyl)carbamoyl]cyclopent-2-enecarboxylic acid methyl ester

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Technology Process of 2-[ethyl(2-methoxyphenyl)carbamoyl]cyclopent-2-enecarboxylic acid methyl ester

There total 4 articles about 2-[ethyl(2-methoxyphenyl)carbamoyl]cyclopent-2-enecarboxylic 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: 51.0%

: 15258-43-2
N-ethyl-2-methoxyaniline

: 277751-23-2
(+/-)-cyclopent-2-ene-1,2-dicarboxylic acid 1-methyl ester

: 516490-65-6
2-[ethyl(2-methoxyphenyl)carbamoyl]cyclopent-2-enecarboxylic acid methyl ester

Guidance literature:: (+/-)-cyclopent-2-ene-1,2-dicarboxylic acid 1-methyl ester; With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; In N,N-dimethyl-formamide; at 90 ℃; for 0.0833333h;

N-ethyl-2-methoxyaniline; With triethylamine; In N,N-dimethyl-formamide; at 90 ℃; for 7h; Further stages.;
DOI:10.1021/jm021065a

Reference yield:

: 7338-27-4
4-methoxy-2-methylene-4-oxobutanoic acid

: 516490-65-6
2-[ethyl(2-methoxyphenyl)carbamoyl]cyclopent-2-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,N'-dimethylpropyleneurea; LDA / tetrahydrofuran / 0.5 h / -85 °C

1.2: 48 percent / LiI / tetrahydrofuran / 20 h / -85 - 20 °C

2.1: 98 percent / second-generation Grubbs' catalyst / CH₂Cl₂ / 40 h / 40 °C

3.1: bis(2-oxo-3-oxazolidinyl)phosphinic chloride / dimethylformamide / 0.08 h / 90 °C

3.2: 51 percent / Et₃N / dimethylformamide / 7 h / 90 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; lithium diisopropyl amide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm021065a

Reference yield:

: 516490-53-2
2-but-3-enyl-3-methylenesuccinic acid 1-methyl ester

: 516490-65-6
2-[ethyl(2-methoxyphenyl)carbamoyl]cyclopent-2-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 98 percent / second-generation Grubbs' catalyst / CH₂Cl₂ / 40 h / 40 °C

2.1: bis(2-oxo-3-oxazolidinyl)phosphinic chloride / dimethylformamide / 0.08 h / 90 °C

2.2: 51 percent / Et₃N / dimethylformamide / 7 h / 90 °C

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm021065a