Diethyl 4-oxopyrrolidine-1,3-dicarboxylate

Base Information

• Chemical Name: Diethyl 4-oxopyrrolidine-1,3-dicarboxylate
• CAS No.: 3751-82-4
• Molecular Formula: C₁₀H₁₅NO₅
• Molecular Weight: 229.233
• Hs Code.: 2933990090
• NSC Number: 124009
• Mol file: 3751-82-4.mol

Synonyms:diethyl 4-oxopyrrolidine-1,3-dicarboxylate;3751-82-4;4-OXO-PYRROLIDINE-1,3-DICARBOXYLIC ACID DIETHYL ESTER;142288-14-0;4-Oxo-1,3-pyrrolidinedicarboxylicaciddiethylester;MFCD00667601;NSC124009;SCHEMBL1426015;1,3-Pyrrolidinedicarboxylic acid, 4-oxo-, diethyl ester;4-OXO-PYRROLIDINE-1,3-DICARBOXYLICACIDDIETHYLESTER;HJSVNVFKQKIQFI-UHFFFAOYSA-N;AKOS015967223;NSC-124009;AM807573;diethyl4-oxopyrrolidine-1,3-dicarboxylate;SY265093;BB 0259222;CS-0451819;FT-0754512;1,3-diethyl 4-oxopyrrolidine-1,3-dicarboxylate;A937735

Chemical Property of Diethyl 4-oxopyrrolidine-1,3-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.00014mmHg at 25°C
• Melting Point: 59-62 °C
• Boiling Point: 333°Cat760mmHg
• PKA: 11.19±0.20(Predicted)
• Flash Point: 155.2°C
• PSA: 72.91000
• Density: 1.242g/cm³
• LogP: 0.14480
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 229.09502258
• Heavy Atom Count: 16
• Complexity: 302

Purity/Quality:

95-99% ^*data from raw suppliers

Diethyl4-oxopyrrolidine-1,3-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1CN(CC1=O)C(=O)OCC

Technology Process of Diethyl 4-oxopyrrolidine-1,3-dicarboxylate

There total 8 articles about Diethyl 4-oxopyrrolidine-1,3-dicarboxylate 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: 85.0%

N-(ethoxycarbonyl)-α-amino methyl carboxylic ester (13756-47-3) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 1-ethoxycarbonyl-4-oxopyrrolidine-3-carboxylate (3751-82-4)

Guidance literature:

N-(ethoxycarbonyl)-α-amino methyl carboxylic ester; With sodium hydride; In benzene; at 20 - 100 ℃; for 12h;

ethyl acrylate; In benzene; for 2h; Heating;

DOI:10.1016/S0040-4020(99)00191-X

Reference yield: 63.0%

ethyl ethoxycarbonylglycinate (999-30-4) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 1-ethoxycarbonyl-4-oxopyrrolidine-3-carboxylate (3751-82-4)

Guidance literature:

With sodium hydride; oil; In toluene; for 3h; Heating;

Reference yield:

N-ethoxycarbonyl-N-ethoxycarbonylmethyl-β-alanine ethyl ester (14891-08-8) → ethyl 1-ethoxycarbonyl-4-oxopyrrolidine-3-carboxylate (3751-82-4)

Guidance literature:

With sodium; xylene;

upstream raw materials:

N-ethoxycarbonyl-N-ethoxycarbonylmethyl-β-alanine ethyl ester

potassium tert-butylate

ethyl ethoxycarbonylglycinate

ethyl acrylate

Downstream raw materials:

1-Ethoxycarbonyl-4-amino-Δ³-pyrrolin-3-carbonsaeure-ethylester

2-amino-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid isopropylamide

2-amino-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyanomethylamide

2-amino-4-[2,4-dichloro-6-(2-pyrazol-1-ylethoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid ethylamide

Refernces

• 1、 -. "Method for preparing 3-(3-chloropropyl)-4-oxopyrrolidine-1-ethyl carboxylate". Paragraph 0028; 0031; 0034; 0037; 0040; 0043. . Retrieved 2018/12/13.
• 2、 -. "2-AMIN0-5, 7-DIHYDR0-6H- PYRROLO [3, 4-D] PYRIMIDINE DERIVATIVES AS HSP-90 INHIBITORS FOR TREATING CANCER". Page/Page column 57-58. . Retrieved 2008/12/08.