(2R,4R)-4-methylpiperidine-2-carboxylic acid

Base Information

• Chemical Name: (2R,4R)-4-methylpiperidine-2-carboxylic acid
• CAS No.: 74892-81-2
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.186
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90415346
• Nikkaji Number: J1.483.250E
• Wikidata: Q27463086
• Mol file: 74892-81-2.mol

Synonyms:(2R,4R)-4-methylpiperidine-2-carboxylic acid;74892-81-2;74874-06-9;(2r,4r)-4-methylpipecolinic acid;(2r,4r)-4-methyl-2-piperidinecarboxylic acid;MFCD03839858;(2r,4r)-4-methyl-2-pipecolic acid;rel-(2R,4R)-4-Methyl-2-pipecolicacid;(2R,4R)-4-Methyl-pipecolinic acid;2-CARBOXY-4-METHYLPIPERIDINE;SCHEMBL60184;DTXSID90415346;UQHCHLWYGMSPJC-PHDIDXHHSA-N;(2r,4r)-4-methyl pipecolic acid;AMY21985;AC-621;AKOS006276439;AKOS015840158;CS-W006639;AS-18534;(2R,4R)-4-Methyl-2-piperidinecarboxylate;4alpha-Methylpiperidine-2beta-carboxylic acid;(2R,4R)-4-Methylpiperidine-2-carboxylicacid;(2R,4R)-4-Methyl-piperidine-2-carboxylic acid;EN300-1719836;A838255;rac-(2R,4R)-4-methylpiperidine-2-carboxylic acid;2-piperidinecarboxylic acid, 4-methyl-, (2r,4r)-;Q-103049;(2R,4R)-4-Methylhexahydropyridine-2-carboxylic acid;Q27463086

Chemical Property of (2R,4R)-4-methylpiperidine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.0024mmHg at 25°C
• Refractive Index: 1.464
• Boiling Point: 267 °C at 760 mmHg
• PKA: 2.48±0.40(Predicted)
• Flash Point: 115.3 °C
• PSA: 49.33000
• Density: 1.062 g/cm³
• LogP: 0.78790
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

98% ^*data from raw suppliers

(2R,4R)-4-Methylpiperidine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCNC(C1)C(=O)O
• Isomeric SMILES: C[C@@H]1CCN[C@H](C1)C(=O)O

Technology Process of (2R,4R)-4-methylpiperidine-2-carboxylic acid

There total 23 articles about (2R,4R)-4-methylpiperidine-2-carboxylic 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: 98.0%

(4R,8R,10R)-8-methyl-4-phenylhexahydropyrido[2,1-c][1,4]oxazin-1-one → (2R-trans)-4-Methyl-2-piperidinecarboxylic acid (74892-81-2)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol;

DOI:10.1055/s-1997-5752

Reference yield: 92.0%

4-Methyl-pyridine-2-carboxylic acid; hydrochloride (123811-73-4) → (+/-)-cis-4-methylpipecolic acid (69081-79-4,69081-80-7,74874-06-9,74892-81-2,79199-63-6)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol; water; at 60 ℃; for 24h; under 3102.9 Torr;

DOI:10.1021/jo00289a058

Reference yield: 86.0%

C22H25NO2 → (2R-trans)-4-Methyl-2-piperidinecarboxylic acid (74892-81-2)

Guidance literature:

C₂₂H₂₅NO₂; With hydrogen; [Rh(NBD)(PPh₃)2]PF₆; In ethanol; at 50 ℃; for 4h; under 760.051 Torr;

With palladium hydroxide, 20 wt% on carbon; hydrogen; In ethanol; water; at 23 ℃; for 5h; under 760.051 Torr;

DOI:10.1021/jacs.0c04914

upstream raw materials:

4-Methyl-pyridine-2-carboxylic acid; hydrochloride

(+/-)-cis-Boc-4-methylpipecolinic acid

4-methylpyridine-1-oxide

2-Cyano-4-methylpyridin

Downstream raw materials:

(2R,4R)-1,4-dimethylpiperidine-2-carboxylic acid

(+/-)-cis-Boc-4-methylpipecolinic acid

Refernces

• 1、 -. "Preparation method for argatroban intermediate". . . Retrieved 2018/11/03.
• 2、 Agami, Claude,Bisaro, Fabrice,Comesse, Sebastien,Guesne, Sebastien,Kadouri-Puchot, Catherine,Morgentin, Remy. "Asymmetric syntheses of enantiopure 4-substituted pipecolic acid derivatives". . p. 2385 - 2389. Retrieved 2007/10/03.