4-{2-[(R)-2-Oxo-5-((E)-3-oxo-oct-1-enyl)-pyrrolidin-1-yl]-ethyl}-benzoic acid ethyl ester

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Chemical Name:4-{2-[(R)-2-Oxo-5-((E)-3-oxo-oct-1-enyl)-pyrrolidin-1-yl]-ethyl}-benzoic acid ethyl ester
CAS No.:819067-23-7
Molecular Formula:C₂₃H₃₁NO₄
Molecular Weight:385.503
Hs Code.:

Synonyms:4-{2-[(R)-2-Oxo-5-((E)-3-oxo-oct-1-enyl)-pyrrolidin-1-yl]-ethyl}-benzoic acid ethyl ester

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Chemical Property of 4-{2-[(R)-2-Oxo-5-((E)-3-oxo-oct-1-enyl)-pyrrolidin-1-yl]-ethyl}-benzoic acid ethyl ester

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Technology Process of 4-{2-[(R)-2-Oxo-5-((E)-3-oxo-oct-1-enyl)-pyrrolidin-1-yl]-ethyl}-benzoic acid ethyl ester

There total 12 articles about 4-{2-[(R)-2-Oxo-5-((E)-3-oxo-oct-1-enyl)-pyrrolidin-1-yl]-ethyl}-benzoic acid ethyl 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:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 819067-23-7
4-{2-[(R)-2-Oxo-5-((E)-3-oxo-oct-1-enyl)-pyrrolidin-1-yl]-ethyl}-benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaH / dimethylformamide / 1.5 h / 0 - 20 °C

1.2: 9.34 g / dimethylformamide / 20 °C

2.1: aq. 1,5-diazabicyclo[4.3.0]non-5-ene / Heating

3.1: Et₃N / CH₂Cl₂ / 0 °C

4.1: potassium tert-butoxide / tetrahydrofuran; CH₂Cl₂ / 20 °C

5.1: H₂; tosic acid hydrate / Pd/C / methanol / 2585.74 Torr

6.1: oxidation

7.1: 1.81 g / LiCl; iPr₂NEt / 20 °C

With DBN; potassium tert-butylate; hydrogen; sodium hydride; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm049290a

Reference yield:

: 32780-08-8,77697-15-5,112709-13-4,114142-20-0
(5S)-5-[(benzyloxy)methyl]dihydrofuran-2(3H)-one

: 819067-23-7
4-{2-[(R)-2-Oxo-5-((E)-3-oxo-oct-1-enyl)-pyrrolidin-1-yl]-ethyl}-benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: aq. 1,5-diazabicyclo[4.3.0]non-5-ene / Heating

2: Et₃N / CH₂Cl₂ / 0 °C

3: potassium tert-butoxide / tetrahydrofuran; CH₂Cl₂ / 20 °C

4: H₂; tosic acid hydrate / Pd/C / methanol / 2585.74 Torr

5: oxidation

6: 1.81 g / LiCl; iPr₂NEt / 20 °C

With DBN; potassium tert-butylate; hydrogen; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm049290a

Reference yield:

: 52062-92-7
4-(2-bromoethyl)benzoic acid

: 819067-23-7
4-{2-[(R)-2-Oxo-5-((E)-3-oxo-oct-1-enyl)-pyrrolidin-1-yl]-ethyl}-benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: (COBr)2

2: NaN₃ / dimethylsulfoxide

3: H₂ / Raney Ni / ethanol / 20 °C / 760 Torr

4: aq. 1,5-diazabicyclo[4.3.0]non-5-ene / Heating

5: Et₃N / CH₂Cl₂ / 0 °C

6: potassium tert-butoxide / tetrahydrofuran; CH₂Cl₂ / 20 °C

7: H₂; tosic acid hydrate / Pd/C / methanol / 2585.74 Torr

8: oxidation

9: 1.81 g / LiCl; iPr₂NEt / 20 °C

With sodium azide; Oxalyl bromide; DBN; potassium tert-butylate; hydrogen; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium on activated charcoal; nickel; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jm049290a