(2,6-Dioxo-piperidin-4-yl)-acetic acid

Base Information

• Chemical Name: (2,6-Dioxo-piperidin-4-yl)-acetic acid
• CAS No.: 6258-28-2
• Molecular Formula: C7H9NO4
• Molecular Weight: 171.153
• Hs Code.: 2918300090
• European Community (EC) Number: 676-086-4
• NSC Number: 34039
• DSSTox Substance ID: DTXSID40283890
• Wikidata: Q82018629
• ChEMBL ID: CHEMBL450806
• Mol file: 6258-28-2.mol

Synonyms:6258-28-2;(2,6-Dioxo-piperidin-4-yl)-acetic acid;2-(2,6-dioxopiperidin-4-yl)acetic acid;4-piperidineacetic acid, 2,6-dioxo-;(2,6-dioxo-piperidin-4-yl)acetic acid;(2,6-dioxopiperidin-4-yl)acetic acid;CMLDBU00003525;(2,6-Dioxo-4-piperidinyl)acetic acid;NSC34039;3-carboxymethylglutarimide;SCHEMBL630436;CHEMBL450806;DTXSID40283890;MLOIZNBOQITCOX-UHFFFAOYSA-N;2,6-dioxopiperidine-4-acetic acid;MFCD05863892;NSC-34039;AKOS006223641;AB22687;CS-W001035;2-(2,6-dioxopiperidin-4-yl)aceticacid;DS-17482;FT-0692577;EN300-225165;A1-02102;Z1201623211

Chemical Property of (2,6-Dioxo-piperidin-4-yl)-acetic acid

Chemical Property:

• Vapor Pressure: 6.36E-10mmHg at 25°C
• Melting Point: 175 °C
• Refractive Index: 1.5
• Boiling Point: 464.7 °C at 760 mmHg
• PKA: 4.37±0.10(Predicted)
• Flash Point: 234.8 °C
• PSA: 83.47000
• Density: 1.34 g/cm³
• LogP: -0.15730
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 171.05315777
• Heavy Atom Count: 12
• Complexity: 220

Purity/Quality:

98%min ^*data from raw suppliers

2-(2,6-Dioxopiperidin-4-yl)aceticacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC(=O)NC1=O)CC(=O)O

Technology Process of (2,6-Dioxo-piperidin-4-yl)-acetic acid

There total 9 articles about (2,6-Dioxo-piperidin-4-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: 60.0%

diethyl 3-(cyanomethyl)glutarate (91341-04-7) → (2,6-dioxopiperidin-4-yl)acetic acid (6258-28-2)

Guidance literature:

With hydrogenchloride; 1) H₂O, reflux, 15 h, 2) at 235 deg C, 5 h;

Reference yield:

→ (2,6-dioxopiperidin-4-yl)acetic acid (6258-28-2)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01570a058

Reference yield:

diethyl β-cyanomethylideneglutarate (91248-21-4) → (2,6-dioxopiperidin-4-yl)acetic acid (6258-28-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / hydrogen / 10percent Pd/C / ethanol / 5 h

2: 60 percent / hydrochloric acid / 1) H₂O, reflux, 15 h, 2) at 235 deg C, 5 h

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol;

upstream raw materials:

3-carboxymethylglutaric acid

diethyl 3-(cyanomethyl)glutarate

diethyl β-cyanomethylideneglutarate

diethyl 1,3-acetonedicarboxylate

Downstream raw materials:

N-β-(3,4-Dimethoxyphenethyl)-3-(3,4-dimethoxyphenethylcarbamoylmethyl)glutarimide

3-(3,4-Dimethoxyphenethylcarbamoylmethyl)glutarimide

N-cyclohexyl-2-(2,6-dioxo-piperidin-4-yl)-acetamide

C₂₆H₃₇N₅O₄S

Refernces

• 1、 Ji, Xing-Yue,Zhong, Zhao-Jin,Xue, Si-Tu,Meng, Shuai,He, Wei-Ying,Gao, Rong-Mei,Li, Yu-Huan,Li, Zhuo-Rong. "Synthesis and antiviral activities of synthetic glutarimide derivatives". experimental part. p. 1436 - 1441. Retrieved 2010/12/25.
• 2、 Gupta, K. A.,Saxena, Anil K.,Jain, Padam C.,Anand, Nitya. "Synthesis and Biological Activity of 3-(6,7-Dimethoxy-1,2,3,4-tetrahydro-1-isoquinolylmethyl)glutarimide". . p. 341 - 343. Retrieved 2007/10/02.