(R)-ethyl piperidine-3-carboxylate

Base Information

• Chemical Name: (R)-ethyl piperidine-3-carboxylate
• CAS No.: 25137-01-3
• Molecular Formula: C8H15NO2
• Molecular Weight: 157.213
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID70948001
• Nikkaji Number: J231.781H
• Wikidata: Q72476884
• Mol file: 25137-01-3.mol

Synonyms:25137-01-3;(R)-ethyl piperidine-3-carboxylate;ethyl (3R)-piperidine-3-carboxylate;Ethyl (R)-nipecotate;(R)-ethyl nipecotate;(R)-(-)-Nipecotic Acid Ethyl Ester;(R)-Nipecotic acid ethyl ester;(R)-PIPERIDINE-3-CARBOXYLIC ACID ETHYL ESTER;MFCD03093637;3-Piperidinecarboxylic acid, ethyl ester, (3R)-;3-Piperidinecarboxylic acid, ethyl ester, (R)-;ethyl(3r)-piperidine-3-carboxylate;ethyl (R)-piperidine-3-carboxylate;(R)-Ethylnipecotate;(3R)-ethyl nipecotate;Ethyl (R)-(-)-Nipecotate;(R)-(-)-3-Piperidinecarboxylic Acid Ethyl Ester;SCHEMBL132089;DTXSID70948001;(R)-ethylpiperidine-3-carboxylate;Ethyl (R)-3-piperidinecarboxylate;ethyl (R)-3-piperidine carboxylate;(R)-(+)-nipecotic acid ethyl ester;AKOS005259742;AKOS005259841;(|R|)-Ethyl piperidine-3-carboxylate;(R)-(-)-nipecotic acid, ethyl ester;AC-6183;CS-W019699;Ethyl (R)-(-)-3-Piperidinecarboxylate;AC-22461;AS-15836;(R)-Ethyl piperidine-3-carboxylate, 97%;(R)-(-)-Nipecotic acid ethyl ester, 95%;AM20090296;N0655;(R)-3-piperidine-carboxylic acid ethyl ester;EN300-110197;Piperidinecarboxylic acid, ethyl ester, (3R)-;(R)-3-PIPERIDINECARBOXYLIC ACID ETHYL ESTER;J-520473;(R)-ethyl nipecotate, (R)-Piperidine-3-carboxylic acid ethyl ester

Chemical Property of (R)-ethyl piperidine-3-carboxylate

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Vapor Pressure: 0.042mmHg at 25°C
• Refractive Index: -1.5 ° (C=neat)
• Boiling Point: 238.6 °C at 760 mmHg
• PKA: 9.35±0.10(Predicted)
• Flash Point: 90.6 °C
• PSA: 38.33000
• Density: 1.003 g/cm³
• LogP: 0.87790
• Storage Temp.: Refrigerator
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 157.110278721
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

≥99% ^*data from raw suppliers

Ethyl (R)-(-)-3-Piperidinecarboxylate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-41-37/38
• Safety Statements: 26-36/37/39-39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1CCCNC1
• Isomeric SMILES: CCOC(=O)[C@@H]1CCCNC1

Technology Process of (R)-ethyl piperidine-3-carboxylate

There total 2 articles about (R)-ethyl piperidine-3-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: 90.0%

ethanol (64-17-5) + (R)-nipecotic acid (498-95-3,25137-00-2,59045-82-8,60252-41-7,262853-93-0) → (R)-ethyl nipecotate (25137-01-3)

Guidance literature:

With phosphorus trichloride; at 0 - 70 ℃; Reagent/catalyst;

Reference yield: 20.0%

Ethyl nipecotate (71962-74-8) → (R)-ethyl nipecotate (25137-01-3) + (S)-(+)-nipecotic acid ethyl ester (37675-18-6)

Guidance literature:

Ethyl nipecotate; With L-Tartaric acid;

With potassium carbonate;

DOI:10.1016/j.tetlet.2004.01.157

Reference yield: 96.0%

Antidipsin (1213-06-5) + (R)-ethyl nipecotate (25137-01-3) → ethyl (R)-1-(4-(N,N-diethylsulfamoyl)benzoyl)piperidine-3-carboxylate

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;

upstream raw materials:

Ethyl nipecotate

ethanol

(R)-nipecotic acid

Downstream raw materials:

(R)-nipecotic acid

ethyl (R)-N-(4,4-diphenyl-3-butenyl)-3-piperidinecarboxylate

ethyl (R)-1-<4,4-bis(3-methyl-2-thienyl)-3-butenyl>-3-piperidinecarboxylate

(R)-1-[(E)-4-(3-Methyl-thiophen-2-yl)-4-o-tolyl-but-3-enyl]-piperidine-3-carboxylic acid ethyl ester

Refernces

• 1、 -. "Synthetic method for (R)-N-tert-butoxycarbonyl-3-hydroxymethylpiperidine". Paragraph 0022-0024; 0029-0031; 0036-0038; 0043; 0044. . Retrieved 2019/08/12.
• 2、 Yamanaka, Toshio,Ohkubo, Mitsuru,Takahashi, Fumie,Kato, Masayuki. "An efficient synthesis of the orally-active GpIIb/IIIa antagonist FR184764". . p. 2843 - 2845. Retrieved 2007/10/03.