(R)-(-)-2-METHYLPIPERIDINE

Base Information

• Chemical Name: (R)-(-)-2-METHYLPIPERIDINE
• CAS No.: 1722-95-8
• Molecular Formula: C6H13N
• Molecular Weight: 99.1759
• Hs Code.: 2933399090
• Mol file: 1722-95-8.mol

Synonyms:2-(R)-Methylpiperidine;2-Pipecoline,(-)- (8CI);Piperidine, 2-methyl-, (R)-;(-)-2-Methylpiperidine;(-)-Pipecoline;(2R)-2-Methylpiperidine;(R)-2-Methylpiperidine;

Chemical Property of (R)-(-)-2-METHYLPIPERIDINE

Chemical Property:

• Melting Point: 118-121℃
• Boiling Point: 118.811 °C at 760 mmHg
• PKA: 10.63±0.10(Predicted)
• Flash Point: 8.333 °C
• PSA: 12.03000
• Density: 0.81 g/cm³
• LogP: 1.47720
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-2-Methylpiperidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Chiral building block developed using Liverpool ChiroChem-patented technology.

Technology Process of (R)-(-)-2-METHYLPIPERIDINE

There total 29 articles about (R)-(-)-2-METHYLPIPERIDINE 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: 93.0%

1-[(S)-((R)-2-Methyl-piperidin-1-yl)-phenyl-methyl]-naphthalen-2-ol (667870-56-6) → (2R)-methylpiperidine (1722-95-8)

Guidance literature:

With hydrogen;

DOI:10.1055/s-2003-43353

Reference yield: 90.0%

2R-(+)-4,5-didehydro-N-[(R)-α-methylbenzyl]-2-methyl-piperidine (348608-13-9) → (2R)-methylpiperidine (1722-95-8)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/S0022-328X(00)00930-X

Reference yield: 77.0%

2-Methylpiperidin (109-05-7,3000-79-1) + 3-{N-[(S)-2-Acetoxypropanoyl]-N-(2-methylpropanoyl)amino}-2-[(S)-1-tert-butyldimethylsilyloxy-2-methylpropyl]quinazolin-4(3H)-one → (2R)-methylpiperidine (1722-95-8) + (2R,2'S)-1-(2'-Acetoxypropanoyl)-2-methylpiperidine + (2S,2'S)-1-(2'-Acetoxypropanoyl)-2-methylpiperidine + 3-[(2-Methylpropanoyl)amino]-2-[(S)-1-tert-butyldimethylsilyloxy-2-methylpropyl]quinazolin-4(3H)-one (262600-88-4)

Guidance literature:

In dichloromethane; at 5 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1039/a907970j

upstream raw materials:

2-Methylpiperidin

2R-(+)-4,5-didehydro-N-[(R)-α-methylbenzyl]-2-methyl-piperidine

3-{bis[(S)-2-acetoxypropanoyl]amino}-2-diphenylmethylquinazolin-4(3H)-one

1-[(S)-((R)-2-Methyl-piperidin-1-yl)-phenyl-methyl]-naphthalen-2-ol

Downstream raw materials:

(R)-2-methyl-1-[(Z)-2-bromo-3-(3,4-dimethoxyphenyl)-prop-2-enyl]piperidine

3-((R)-2-methylpiperidin-1-yl)-N-(4-((3-((S)-2-methylpiperidin-1-yl)propylamino)methyl)benzyl)propan-1-amine

(R)-N,N'-(1,4-phenylenebis(methylene))bis(3-((R)-2-methylpiperidin-1-yl)propan-1-amine)

methyl ((S)-3-methyl-1-((S)-2-(5-(4-(2-((1S,2S)-2-((R)-2-methylpiperidine-1-carbonyl)cyclopentyl)-1H-imidazol-5-yl)-[1,1‘-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)carbamate

Refernces

• 1、 Büchsenschütz, Hanna C.,Vidimce-Risteski, Viktorija,Eggbauer, Bettina,Schmidt, Sandy,Winkler, Christoph K.,Schrittwieser, Joerg H.,Kroutil, Wolfgang,Kourist, Robert. "Stereoselective Biotransformations of Cyclic Imines in Recombinant Cells of Synechocystis sp. PCC 6803". . p. 726 - 730. Retrieved 2020.
• 2、 Bartashevich, Ekaterina V.,Chulakov, Evgeny N.,Ezhikova, Marina A.,Gruzdev, Dmitry A.,Kodess, Mikhail I.,Korolyova, Marina A.,Krasnov, Victor P.,Levit, Galina L.,Tumashov, Andrey A.,Vakarov, Sergey A.. "Acylative kinetic resolution of racemic methyl-substituted cyclic alkylamines with 2,5-dioxopyrrolidin-1-yl (: R)-2-phenoxypropanoate". supporting information. p. 862 - 869. Retrieved 2022/02/03.
• 3、 Al-Shameri, Ammar,Borlinghaus, Niels,Weinmann, Leonie,Scheller, Philipp N.,Nestl, Bettina M.,Lauterbach, Lars. "Synthesis of: N -heterocycles from diamines via H2-driven NADPH recycling in the presence of O2". . p. 1396 - 1400. Retrieved 2019/03/26.