1-Piperidinecarboxylicacid,2-methyl-4-oxo-,1,1-dimethylethylester,(2R)-(9CI)

Base Information

• Chemical Name: 1-Piperidinecarboxylicacid,2-methyl-4-oxo-,1,1-dimethylethylester,(2R)-(9CI)
• CAS No.: 790667-43-5
• Molecular Formula: C11H19 N O3
• Molecular Weight: 213.277
• Hs Code.: 2933399090
• Mol file: 790667-43-5.mol

Synonyms:(2R)-2-Methyl-4-oxo-piperidine-1-carboxylicacid tert-butyl ester; (R)-2-Methyl-4-oxopiperidine-1-carboxylic acidtert-butyl ester

Chemical Property of 1-Piperidinecarboxylicacid,2-methyl-4-oxo-,1,1-dimethylethylester,(2R)-(9CI)

Chemical Property:

• Melting Point: 57.7 °C
• Boiling Point: 298.8±33.0 °C(Predicted)
• PKA: -1.52±0.40(Predicted)
• PSA: 46.61000
• Density: 1.060±0.06 g/cm3(Predicted)
• LogP: 1.91280
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%HPLC ^*data from raw suppliers

tert-Butyl (2R)-2-methyl-4-oxopiperidine-1-carboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Piperidinecarboxylicacid,2-methyl-4-oxo-,1,1-dimethylethylester,(2R)-(9CI)

There total 5 articles about 1-Piperidinecarboxylicacid,2-methyl-4-oxo-,1,1-dimethylethylester,(2R)-(9CI) 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: 73.0%

tert-butyl 4-oxo-3,4-dihydropyridine-1(2H)-carboxylate (325486-45-1) + trimethylaluminum (75-24-1) → (2R)-2-methyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester (790667-43-5)

Guidance literature:

With C₃₉H₃₀NO₂P; copper(II) bis(trifluoromethanesulfonate); In diethyl ether; toluene; at -50 ℃; for 16h; optical yield given as %ee; Inert atmosphere;

DOI:10.1039/b807575a

Reference yield: 61.0%

methyl (R)-3-((tert-butoxycarbonyl)(3-methoxy-3-oxopropyl)amino)butanoate → (2R)-2-methyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester (790667-43-5)

Guidance literature:

methyl (R)-3-((tert-butoxycarbonyl)(3-methoxy-3-oxopropyl)amino)butanoate; With potassium tert-butylate; In tetrahydrofuran; at 30 - 35 ℃;

With sodium hydroxide; In water; at 80 ℃; for 3.5h;

Reference yield: 40.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-2-methyl-1-((S)-1-phenylethyl)piperidin-4-one (89467-37-8) → (2R)-2-methyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester (790667-43-5)

Guidance literature:

With 10 wt% Pd(OH)2 on carbon; hydrogen; In tetrahydrofuran; at 20 ℃; for 16h; under 2585.81 Torr;

upstream raw materials:

2-methyl-4-oxopiperidine

di-tert-butyl dicarbonate

tert-butyl 2-methyl-4-oxopiperidine-1-carboxylate

tert-butyl 4-oxo-3,4-dihydropyridine-1(2H)-carboxylate

Downstream raw materials:

tert-butyl (2R,4R)-4-amino-2-methylpiperidine-1-carboxylate

Refernces

• 1、 -. "A chiral 2 - substituted - 4 - piperidone - 1 - carboxylic acid tert-butyl synthetic method". Paragraph 0044; 0045; 0046; 0050. . Retrieved 2017/08/26.
• 2、 -. "MCH antagonists for the treatment of obesity". Page/Page column 12. . Retrieved 2010/02/10.