Ethyl 1-benzyl-4-oxopyrrolidine-3-carboxylate

Base Information

• Chemical Name: Ethyl 1-benzyl-4-oxopyrrolidine-3-carboxylate
• CAS No.: 1027-35-6
• Molecular Formula: C14H17NO3
• Molecular Weight: 247.294
• Hs Code.: 2921309990
• NSC Number: 121147
• DSSTox Substance ID: DTXSID80298145
• Mol file: 1027-35-6.mol

Synonyms:1027-35-6;ethyl 1-benzyl-4-oxopyrrolidine-3-carboxylate;ETHYL 1-BENZYL-4-OXO-PYRROLIDINE-3-CARBOXYLATE;MFCD09998956;3-Pyrrolidinecarboxylic acid, 4-oxo-1-(phenylmethyl)-, ethyl ester;1-Benzyl-4-oxo-pyrrolidine-3-carboxylic acid ethyl ester;Ethyl 1-benzyl-4-pyrrolidone-3-carboxylate;NSC121147;3-Pyrrolidinecarboxylicacid, 4-oxo-1-(phenylmethyl)-, ethyl ester;SCHEMBL183706;DTXSID80298145;XLKXIFXOWMGWNT-UHFFFAOYSA-N;AMY12151;BAA02735;1-benzyl-3-carboethoxy-4-pyrrolidone;AKOS015843363;NSC-121147;PB19082;1-benzyl-3-ethoxycarbonyl-4-pyrrolidone;AC-28817;AS-41874;SY024554;1-benzyl-4-ethoxycarbonyl-pyrrolidine-3-one;BB 0220557;CS-0112640;ethyl1-benzyl-4-oxopyrrolidine-3-carboxylate;FT-0682227;EN300-106829;J-520522

Chemical Property of Ethyl 1-benzyl-4-oxopyrrolidine-3-carboxylate

Chemical Property:

• Vapor Pressure: 2.6E-05mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 358.1 °C at 760 mmHg
• PKA: 10.88±0.20(Predicted)
• Flash Point: 170.4 °C
• PSA: 46.61000
• Density: 1.184 g/cm³
• LogP: 1.18850
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 247.12084340
• Heavy Atom Count: 18
• Complexity: 310

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl1-Benzyl-4-oxopyrrolidine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CN(CC1=O)CC2=CC=CC=C2

Technology Process of Ethyl 1-benzyl-4-oxopyrrolidine-3-carboxylate

There total 6 articles about Ethyl 1-benzyl-4-oxopyrrolidine-3-carboxylate 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: 98.0%

3-(benzyl-ethoxy-carbonylmethyl-amino)-propionic acid ethyl ester (795-18-6) → 1-Benzyl-4-oxo-pyrrolidine-3-carboxylic Acid Ethyl Ester (1027-35-6)

Guidance literature:

With potassium tert-butylate; In toluene; for 2h; Cooling with ice;

Reference yield: 40.0%

→ 5-(1,2-dimethylheptyl)resorcinol (10436-52-9) + 1-Benzyl-4-oxo-pyrrolidine-3-carboxylic Acid Ethyl Ester (1027-35-6)

Guidance literature:

Reference yield:

ethyl acrylate (140-88-5,9003-32-1) → 1-Benzyl-4-oxo-pyrrolidine-3-carboxylic Acid Ethyl Ester (1027-35-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / water / 20 °C / Cooling with ice

2: potassium carbonate; sodium iodide / ethanol / Inert atmosphere; Reflux; Large scale

3: potassium tert-butylate / toluene / 2 h / Cooling with ice

With potassium tert-butylate; potassium carbonate; sodium iodide; sodium hydroxide; In ethanol; water; toluene;

upstream raw materials:

3-(benzyl-ethoxy-carbonylmethyl-amino)-propionic acid ethyl ester

ethyl acrylate

diethyl 2-azabutane-1,4-dicarboxylate

ethyl-3-benzylamino propionate

Downstream raw materials:

2-benzyl-7-(1,2-dimethyl-heptyl)-9-hydroxy-1,4-dihydro-3H-chromeno[3,4-c]pyrrol-4-one

1-benzyl-3-hydroxymethyl-4-hydroxypyrrolidine

1-benzyl-3-carboethoxy-4-benzylaminopyrrolidine

6-benzyl-2-isopropyl-3,5,6,7-tetrahydro-pyrrolo[3,4-d]pyrimidin-4-one

Refernces

• 1、 Al Yahyaei, Balqees,Chu, Shuyu,Elliott, Ruan M.,Howlin, Brendan J.,Imperato, Manuel,Lopez, Arnaud,Mas Claret, Eduard,Meira, Lisiane B.,Whelligan, Daniel K.. "An aza-nucleoside, fragment-like inhibitor of the DNA repair enzyme alkyladenine glycosylase (AAG)". . . Retrieved 2020/04/23.
• 2、 -. "BICYCLIC PYRIMIDINE DERIVATIVES". Page/Page column 302. . Retrieved 2008/06/13.