(S)-Ethyl piperidine-2-carboxylate

Base Information

• Chemical Name: (S)-Ethyl piperidine-2-carboxylate
• CAS No.: 22328-78-5
• Molecular Formula: C8H15NO2
• Molecular Weight: 157.213
• DSSTox Substance ID: DTXSID201296165
• Nikkaji Number: J257.480B
• Mol file: 22328-78-5.mol

Synonyms:(S)-Ethyl piperidine-2-carboxylate;22328-78-5;ethyl (2S)-piperidine-2-carboxylate;ethyl (S)-piperidine-2-carboxylate;ethyl (2S)-2-piperidinecarboxylate;(S)-Ethylpiperidine-2-carboxylate;SCHEMBL1929065;DTXSID201296165;AKOS005259851;BS-53144;E73989;EN300-866878;(S)-2alpha-Piperidinecarboxylic acid ethyl ester;2-Piperidinecarboxylic acid, ethyl ester, (2S)-

Chemical Property of (S)-Ethyl piperidine-2-carboxylate

Chemical Property:

• Boiling Point: 214.1±33.0 °C(Predicted)
• PKA: 8.40±0.10(Predicted)
• PSA: 38.33000
• Density: 1.003±0.06 g/cm3(Predicted)
• LogP: 1.02040
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.7
• 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:

97% ^*data from raw suppliers

(S)-Ethylpiperidine-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1CCCCN1
• Isomeric SMILES: CCOC(=O)[C@@H]1CCCCN1

Technology Process of (S)-Ethyl piperidine-2-carboxylate

There total 4 articles about (S)-Ethyl piperidine-2-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:

(1E)-4-hydroxy-1-mesityl-4-methylpent-1-en-3-one (1346681-71-7) + ethyl pipecolate (15862-72-3) → ethyl (2R)-1-(3-mesitylpropanoyl)piperidine-2-carboxylate (1346681-90-0) + ethyl (2S)-1-(3-mesitylpropanoyl)piperidine-2-carboxylate + (S)-piperidine-2-carboxylic acid ethyl ester (22328-78-5) + piperidine-2(R)-yl carboxylic acid ethyl ester (22328-77-4)

Guidance literature:

With 2-(2,4,6-trimethyl-phenyl)-2,5,6,7-tetrahydro-pyrrolo[2,1-c] [1,2,4]triazol-4-ylium perchlorate; (4aR,9aS)-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 23 ℃; for 18h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Resolution of racemate;

DOI:10.1021/ja209472h

Reference yield:

C15H20O2 + ethyl pipecolate (15862-72-3) → ethyl (2R)-1-(3-mesitylpropanoyl)piperidine-2-carboxylate (1346681-90-0) + ethyl (2S)-1-(3-mesitylpropanoyl)piperidine-2-carboxylate + (S)-piperidine-2-carboxylic acid ethyl ester (22328-78-5) + piperidine-2(R)-yl carboxylic acid ethyl ester (22328-77-4)

Guidance literature:

With 2-(2,4,6-trimethyl-phenyl)-2,5,6,7-tetrahydro-pyrrolo[2,1-c] [1,2,4]triazol-4-ylium perchlorate; (4aR,9aS)-6-bromo-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one; potassium carbonate; In Isopropyl acetate; at 23 ℃; for 24h; Resolution of racemate;

DOI:10.1039/c2cc34907h

Reference yield:

C30H29N2O5Pol + ethyl pipecolate (15862-72-3) → (R)-ethyl 1-(3-phenylpropanoyl)piperidine-2-carboxylate (1417826-86-8) + (S)-ethyl 1-(3-phenylpropanoyl)piperidine-2-carboxylate + (S)-piperidine-2-carboxylic acid ethyl ester (22328-78-5)

Guidance literature:

In dichloromethane; at 23 ℃; for 48h; aminomethyl polystyrene resin Inert atmosphere; Resolution of racemate;

DOI:10.1002/anie.201204991

upstream raw materials:

(1E)-4-hydroxy-1-mesityl-4-methylpent-1-en-3-one

ethyl pipecolate

Downstream raw materials:

(2S)-1-(4-((benzyloxy)methoxy)-3,3-dimethyl-1,2-dioxobutyl)-2-piperidinecarboxylic acid

ethyl (2S)-1-(4-((benzyloxy)methoxy)-3,3-dimethyl-1,2-dioxobutyl)-2-piperidinecarboxylate

12-(benzyloxy)-12-oxo-1-dodecyl (2S)-1-(4-((benzyloxy)methoxy)-3,3-dimethyl-1,2-dioxobutyl)-2-piperidinecarboxylate