(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidine-3-carboxylic acid methyl ester

Base Information

• Chemical Name: (3R,4S)-4-(4-chlorophenyl)-1-methylpiperidine-3-carboxylic acid methyl ester
• CAS No.: 263769-22-8
• Molecular Formula: C14H18ClNO2
• Molecular Weight: 267.755
• DSSTox Substance ID: DTXSID80180975
• Nikkaji Number: J964.701E,J1.373.936F
• Wikipedia: (%2B)-CPCA,(+)-CPCA
• Wikidata: Q4540627
• ChEMBL ID: CHEMBL296019
• Mol file: 263769-22-8.mol

Synonyms:(+)-methyl 4beta-(4-chlorophenyl)-1-methylpiperidine-3alpha-carboxylate;CPCA ligand;methyl 4-(4-chlorophenyl)-1-methylpiperidine-3-carboxylate;nocaine

Chemical Property of (3R,4S)-4-(4-chlorophenyl)-1-methylpiperidine-3-carboxylic acid methyl ester

Chemical Property:

• Vapor Pressure: 7.01E-05mmHg at 25°C
• Refractive Index: 1.531
• Boiling Point: 343.5 °C at 760 mmHg
• PKA: 7.69±0.20(Predicted)
• Flash Point: 161.5 °C
• PSA: 29.54000
• Density: 1.157g/cm³
• LogP: 2.48620
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 267.1026065
• Heavy Atom Count: 18
• Complexity: 290

Purity/Quality:

99%, ^*data from raw suppliers

(3R,4S)-4-(4-Chlorophenyl)-1-methylpiperidine-3-carboxylicacid methylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(C(C1)C(=O)OC)C2=CC=C(C=C2)Cl
• Isomeric SMILES: CN1CC[C@@H]([C@H](C1)C(=O)OC)C2=CC=C(C=C2)Cl
• Uses: (3R,4S)-4-(4-Chlorophenyl)-1-methylpiperidine-3-carboxylicacid methylester is a useful research chemical compound.

Technology Process of (3R,4S)-4-(4-chlorophenyl)-1-methylpiperidine-3-carboxylic acid methyl ester

There total 8 articles about (3R,4S)-4-(4-chlorophenyl)-1-methylpiperidine-3-carboxylic acid methyl ester 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: 100.0%

(-)-Methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3β-carboxylate (214335-16-7,205805-13-6) → (+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate (263769-22-8,205805-13-6)

Guidance literature:

With sodium methylate; In methanol; Heating;

DOI:10.1016/S0960-894X(00)00308-5

Reference yield: 85.0%

→ (+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate (263769-22-8,205805-13-6)

Guidance literature:

Reference yield:

arecoline (63-75-2) + (4-chlorphenyl)magnesium bromide (873-77-8) → (+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate (263769-22-8,205805-13-6)

Guidance literature:

arecoline; (4-chlorphenyl)magnesium bromide; In diethyl ether; at -10 ℃;

With O,O'-dibenzoyl-L-tartaric acid; Further stages.;

DOI:10.1021/ja000199f

upstream raw materials:

(-)-Methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3β-carboxylate

arecoline

(4-chlorphenyl)magnesium bromide

(±)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3β-carboxylate

Downstream raw materials:

(+)-4β-(4-Chlorophenyl)-3α-(hydroxymethyl)-1-methylpiperidine

(+)-4β-(4-Chlorophenyl)-1-methylpiperidine-3α-carboxylic Acid

2-[(3R,4S)-4-(4-Chloro-phenyl)-piperidin-3-ylmethylsulfanyl]-ethanol

2-[(3R,4S)-4-(4-Chloro-phenyl)-piperidin-3-ylmethylsulfanyl]-1-piperidin-1-yl-ethanone

Refernces

• 1、 -. "Monomeric and dimeric heterocycles, and therapeutic uses thereof". . . Retrieved 2008/06/13.
• 2、 Tamiz, Amir P.,Smith, Miles P.,Enyedy, Istvan,Flippen-Anderson, Judith,Zhang, Mei,Johnson, Kenneth M.,Kozikowski, Alan P.. "Synthesis and biological evaluation of 1-azabicyclo-[3.2.1]octanes: New dopamine transporter inhibitors". . p. 1681 - 1686. Retrieved 2007/10/03.