3-Carboxymethyl-1-oxyl-2,2,6,6-tetramethyl-4-piperidone

Base Information

• Chemical Name: 3-Carboxymethyl-1-oxyl-2,2,6,6-tetramethyl-4-piperidone
• CAS No.: 77874-89-6
• Molecular Formula: C11H18NO4 *
• Molecular Weight: 228.268
• DSSTox Substance ID: DTXSID00703781
• Mol file: 77874-89-6.mol

Synonyms:77874-89-6;3-CARBOXYMETHYL-1-OXYL-2,2,6,6-TETRAMETHYL-4-PIPERIDONE;2-(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidin-3-yl)acetic acid;DTXSID00703781;XWPWCDOHLYBVGI-UHFFFAOYSA-N;AKOS030255905;FT-0671199;(1-Hydroxy-2,2,6,6-tetramethyl-4-oxopiperidin-3-yl)acetic acid

Chemical Property of 3-Carboxymethyl-1-oxyl-2,2,6,6-tetramethyl-4-piperidone

Chemical Property:

• Melting Point: 52-60°C
• PSA: 66.84000
• LogP: 0.93470
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 229.13140809
• Heavy Atom Count: 16
• Complexity: 322

Purity/Quality:

98% ^*data from raw suppliers

3-(Methoxycarbonyl)-2,2,6,6-tetramethyl-4-oxo-1-piperidinyloxy(>85%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(=O)C(C(N1O)(C)C)CC(=O)O)C

Technology Process of 3-Carboxymethyl-1-oxyl-2,2,6,6-tetramethyl-4-piperidone

There total 3 articles about 3-Carboxymethyl-1-oxyl-2,2,6,6-tetramethyl-4-piperidone 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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-oxo-2,2,6,6-tetramethylpiperidin-oxyl (45985-26-0,2896-70-0) + carbon dioxide (124-38-9,18923-20-1) → 2,2,6,6-tetramethyl-3-methoxycarbonyl-4-piperidone-1-oxyl (77874-89-6)

Guidance literature:

4-oxo-2,2,6,6-tetramethylpiperidin-oxyl; carbon dioxide; With potassium phenolate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

diazomethane; In diethyl ether;

DOI:10.1016/S0040-4039(03)00572-0

Reference yield:

4-oxo-2,2,6,6-tetramethylpiperidin-oxyl (45985-26-0,2896-70-0) → 2,2,6,6-tetramethyl-3-methoxycarbonyl-4-piperidone-1-oxyl (77874-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium phenoxide / dimethylformamide / 2 h / Ambient temperature; molar ratio of 1:2 of substrate and potassium phenoxide

2: diethyl ether

With potassium phenolate; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1248/cpb.28.3178

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + C10H16NO4 → 2,2,6,6-tetramethyl-3-methoxycarbonyl-4-piperidone-1-oxyl (77874-89-6)

Guidance literature:

In diethyl ether; Yield given;

DOI:10.1248/cpb.28.3178

upstream raw materials:

diazomethane

4-oxo-2,2,6,6-tetramethylpiperidin-oxyl

carbon dioxide

Downstream raw materials:

C₁₉H₂₉N₂O₃

C₁₉H₂₉N₂O₃

C₁₉H₂₉N₂O₃

C₁₉H₂₉N₂O₃