Oxo(pyrrolidin-1-yl)acetic acid

Base Information

• Chemical Name: Oxo(pyrrolidin-1-yl)acetic acid
• CAS No.: 49791-37-9
• Molecular Formula: C₆H₉NO₃
• Molecular Weight: 143.142
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40389927
• Wikidata: Q82186211
• Mol file: 49791-37-9.mol

Synonyms:oxo(pyrrolidin-1-yl)acetic acid;49791-37-9;2-Oxo-2-(pyrrolidin-1-yl)acetic acid;Oxo-pyrrolidin-1-yl-acetic acid;oxo(1-pyrrolidinyl)acetic acid;2-oxo-2-pyrrolidin-1-ylacetic acid;BAS 04824133;SCHEMBL52491;DTXSID40389927;JMXACIJWOAVQRN-UHFFFAOYSA-N;BBL022583;MFCD03445986;STL199897;2-Oxo-2-(pyrrolidin-1-yl)aceticacid;AKOS000597740;VS-07233;CS-0452963;FT-0683907;F81776

Chemical Property of Oxo(pyrrolidin-1-yl)acetic acid

Chemical Property:

• Vapor Pressure: 0.000916mmHg at 25°C
• Boiling Point: 281.8°C at 760 mmHg
• PKA: 1.97±0.54(Predicted)
• Flash Point: 124.3°C
• PSA: 57.61000
• Density: 1.354g/cm³
• LogP: -0.36870
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 143.058243149
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

98%min ^*data from raw suppliers

oxo(pyrrolidin-1-yl)aceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C(=O)C(=O)O

Technology Process of Oxo(pyrrolidin-1-yl)acetic acid

There total 3 articles about Oxo(pyrrolidin-1-yl)acetic acid 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: 90.0%

methyl 2-oxo-2-(pyrrolidin-1-yl)acetate (41600-21-9) → 2-oxo-2-(pyrrolidin-1-yl)acetic acid (49791-37-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 44.0%

pyrrolidine (123-75-1) + ethyl oxalylchloride (17118-74-0) → 2-oxo-2-(pyrrolidin-1-yl)acetic acid (49791-37-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/acs.joc.1c02425

Reference yield:

Ethyl-α-oxopyrrolidin-1-acetat (41600-22-0) → 2-oxo-2-(pyrrolidin-1-yl)acetic acid (49791-37-9)

Guidance literature:

Ethyl-α-oxopyrrolidin-1-acetat; With sodium hydroxide; at 40 ℃; for 3h;

With hydrogenchloride; water; pH=2;

DOI:10.1021/jf203722z

upstream raw materials:

Ethyl-α-oxopyrrolidin-1-acetat

methyl 2-oxo-2-(pyrrolidin-1-yl)acetate

pyrrolidine

ethyl oxalylchloride

Refernces

• 1、 -. "CASPASE INHIBITOR AND PHARMACEUTICAL COMPOSITION, USE AND THERAPEUTIC METHOD THEREOF". Paragraph 0615; 0617. . Retrieved 2019/04/05.
• 2、 -. "OXADIAZOLE INHIBITORS OF LEUKOTRIENE PRODUCTION". Page/Page column 105. . Retrieved 2012/03/26.