(R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate

Base Information

• Chemical Name: (R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate
• CAS No.: 194726-40-4
• Molecular Formula: C13H23NO4
• Molecular Weight: 257.33
• Hs Code.: 2933399990
• European Community (EC) Number: 622-626-9
• DSSTox Substance ID: DTXSID90363893
• Nikkaji Number: J1.216.152B
• Wikidata: Q72473050
• Mol file: 194726-40-4.mol

Synonyms:194726-40-4;(R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate;(R)-1-BOC-piperidine-3-carboxylic acid ethyl ester;Ethyl (R)-1-Boc-nipecotate;1-O-tert-butyl 3-O-ethyl (3R)-piperidine-1,3-dicarboxylate;(R)-ETHYL N-BOC-PIPERIDINE-3-CARBOXYLATE;(R)-1-Boc-3-piperidinecarboxylic Acid Ethyl Ester;(R)-1-BOC-3-HYDROXYMETHYLPIPERIDINE ETHYL ESTER;Ethyl (R)-1-(tert-Butoxycarbonyl)-3-piperidinecarboxylate;Ethyl (R)-N-Boc-piperidine-3-carboxylate;Ethyl (R)-1-Boc-piperidine-3-carboxylate;Ethyl (R)-1-Boc-3-piperidinecarboxylate;Ethyl(R)-1-Boc-nipecotate;ethyl N-Boc-(R)-nipecotate;SCHEMBL792692;(R)-1-tert-Butyl3-ethylpiperidine-1,3-dicarboxylate;DTXSID90363893;AMY34467;MFCD07374389;AKOS015843306;AKOS015897919;CS-W010168;(R)-1-Boc-nipecotic Acid Ethyl Ester;AS-36984;E0948;Ethyl (R)-N-Boc-piperidine-3-carboxylate, 95%;(R)-1-(tert-Butoxycarbonyl)nipecotic Acid Ethyl Ester;1-tert-butyl 3-ethyl (3r)-piperidine-1,3-dicarboxylate;1-tert-butyl 3-ethyl (R)-piperidine-1,3-dicarboxylate;(R)-1-(tert-Butoxycarbonyl)-3-piperidinecarboxylic Acid Ethyl Ester;Piperidine-1,3alpha-dicarboxylic acid 1-tert-butyl 3-ethyl ester;(3R)-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

Chemical Property of (R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.000254mmHg at 25°C
• Melting Point: 35.0 to 39.0 °C
• Refractive Index: 1.473
• Boiling Point: 323.885 °C at 760 mmHg
• Flash Point: 149.681 °C
• PSA: 55.84000
• Density: 1.078 g/cm³
• LogP: 2.13450
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 257.16270821
• Heavy Atom Count: 18
• Complexity: 309

Purity/Quality:

97% ^*data from raw suppliers

Ethyl (R)-1-(tert-Butoxycarbonyl)-3-piperidinecarboxylate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CCCN(C1)C(=O)OC(C)(C)C
• Isomeric SMILES: CCOC(=O)[C@@H]1CCCN(C1)C(=O)OC(C)(C)C

Technology Process of (R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate

There total 10 articles about (R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate 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: 99.5%

ethyl iodide (75-03-6) + (R)-1-Boc-nipecotic acid (163438-09-3) → (3R)-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (194726-40-4)

Guidance literature:

(R)-1-Boc-nipecotic acid; With potassium carbonate; In N,N-dimethyl acetamide; at 20 ℃; for 0.5h;

ethyl iodide; In N,N-dimethyl acetamide; at 20 - 50 ℃; for 1.25h;

Reference yield: 92.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-piperidine-3-carboxylic acid ethyl ester*l-tartaric acid (163343-71-3,83602-38-4) → (3R)-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (194726-40-4)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 0 - 20 ℃; for 20h; pH=10; Reagent/catalyst; pH-value; Temperature;

Reference yield:

(R)-nipecotic acid (498-95-3,25137-00-2,59045-82-8,60252-41-7,262853-93-0) → (3R)-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (194726-40-4)

Guidance literature:

Multi-step reaction with 3 steps

1: phosphorus trichloride / 0 - 70 °C

2: ethanol / Reflux

3: sodium carbonate / water; tetrahydrofuran / 20 h / 0 - 20 °C / pH 10

With sodium carbonate; phosphorus trichloride; In tetrahydrofuran; ethanol; water;

upstream raw materials:

di-tert-butyl dicarbonate

(R)-3-piperidinecarboxylic acid ethyl ester (+)-tartrate

(R)-ethyl nipecotate

(R)-piperidine-3-carboxylic acid ethyl ester*l-tartaric acid

Downstream raw materials:

(3R)-3-formylpiperidine-1-carboxylic acid tert-butyl ester

(3S)-3-(dimethylaminomethyl)piperidine-1-carboxylic acid tert-butyl ester

(R)-1-Boc-nipecotic acid

trans-3-[N'-(6-benzyloxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carbonyl)-hydrazinocarbonyl]-(R)-piperidin-1-carboxylic acid tert-butyl ester