Methyl Piperidine-2-carboxylate

Base Information

• Chemical Name: Methyl Piperidine-2-carboxylate
• CAS No.: 41994-45-0
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.186
• Hs Code.: 29333990
• European Community (EC) Number: 803-842-4
• DSSTox Substance ID: DTXSID40392714
• Nikkaji Number: J345.002C
• ChEMBL ID: CHEMBL75565
• Mol file: 41994-45-0.mol

Synonyms:Methyl Piperidine-2-carboxylate;41994-45-0;Methyl 2-piperidinecarboxylate;2-Piperidinecarboxylic acid methyl ester;methyl pipecolinate;Piperidine-2-carboxylic acid methyl ester;2-Carbomethoxy piperidine;MFCD07364347;METHYL-PIPERIDINE-2-CARBOXYLATE;Methyl2-piperidinecarboxylate;methyl pipecolate;Methyl a-pipecolinate;pipecolic acid methyl ester;SCHEMBL40033;methylpiperidine-2-carboxylate;CHEMBL75565;DL-Pipecolic acid methyl ester;DTXSID40392714;CXQTTWVBUDFUNO-UHFFFAOYSA-N;BBL101005;STL554799;AKOS005175039;AC-5452;CS-W003366;SB37173;SB42925;SB44774;2-Piperidine carboxylic acid methyl ester;2-Piperidinecarboxylic acid, methyl ester;DS-13965;SY021148;AM20100112;FT-0645158;FT-0693493;FT-0695090;EN300-35540;A813043;J-521717;methyl piperidine-2-carboxylate;H-D-HoPro-OMe.HCl;W-202724;F2158-0969

Chemical Property of Methyl Piperidine-2-carboxylate

Chemical Property:

• Boiling Point: 193.8 °C at 760 mmHg
• PKA: 8.27±0.10(Predicted)
• Flash Point: 71 °C
• PSA: 38.33000
• Density: 1.021 g/cm³
• LogP: 0.63030
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

98%, ^*data from raw suppliers

Methyl2-piperidinecarboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCCCN1

Technology Process of Methyl Piperidine-2-carboxylate

There total 55 articles about Methyl Piperidine-2-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: 97.0%

methanol (67-56-1) + pipecolic Acid (4043-87-2,83680-83-5) → methyl pipecolinate (35677-83-9,41994-45-0,43041-11-8,90710-04-6)

Guidance literature:

With thionyl chloride; at 20 ℃; for 48h;

DOI:10.1021/jm0500830

Reference yield: 92.0%

methanol (67-56-1) + (R)-(+)-pipecolic acid (1723-00-8,83680-83-5) → (+)-2R-Piperidine-2-carboxylic acid methyl ester (35677-83-9,41994-45-0,43041-11-8,90710-04-6)

Guidance literature:

With thionyl chloride; In 0 - 20C; Inert atmosphere;

Reference yield: 92.0%

methyl 1-tritylpiperidine-2-carboxylate (1262670-70-1) → methyl pipecolinate (35677-83-9,41994-45-0,43041-11-8,90710-04-6)

Guidance literature:

With ammonium cerium (IV) nitrate; water; acetic acid; In dichloromethane; at 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.10.118

upstream raw materials:

(R)-(+)-pipecolic acid

(R)-2-[(1S,2S,5S)-2-Hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3Z)-ylideneamino]-6-iodo-hexanoic acid methyl ester

(R)-1-((S)-1-Phenyl-ethyl)-piperidine-2-carboxylic acid methyl ester

N-(2-methoxy-6-methylphenyl)pipecolic acid methyl ester

Downstream raw materials:

(2R)-piperidin-2-ylmethanol

(+/-) methyl N-tert-butyloxycarbonyl 2-piperidinecarboxylate

methyl (S)-pipecolinate

(+)-2R-Piperidine-2-carboxylic acid methyl ester

Refernces

• 1、 Han, Bo,Jiao, Haijun,Wu, Lipeng,Zhang, Jiong. "Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application". . p. 2059 - 2067. Retrieved 2021/09/02.
• 2、 Cao, Xiufang,Huang, Daye,Huang, Wenbo,Ke, Shaoyong,Song, Di,Wang, Shuangshuang. "Discovery of γ-Lactam alkaloid derivatives as potential fungicidal agents targeting steroid biosynthesis". . p. 14438 - 14451. Retrieved 2020/12/23.