ETHYL (S)-PIPERIDINE-2-CARBOXYLATE HCL

Base Information

• Chemical Name: ETHYL (S)-PIPERIDINE-2-CARBOXYLATE HCL
• CAS No.: 123495-48-7
• Molecular Formula: C8H15 N O2 . Cl H
• Molecular Weight: 193.674
• Hs Code.: 2933399090
• Mol file: 123495-48-7.mol

Synonyms:2-Piperidinecarboxylicacid, ethyl ester, hydrochloride, (2S)- (9CI); 2-Piperidinecarboxylic acid,ethyl ester, hydrochloride, (S)-; (2S)-(-)-Ethyl 2-piperidinecarboxylatehydrochloride

Chemical Property of ETHYL (S)-PIPERIDINE-2-CARBOXYLATE HCL

Chemical Property:

• PSA: 38.33000
• LogP: 1.82240
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%+, ^*data from raw suppliers

(S)-EthylPiperidine-2-carboxylateHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL (S)-PIPERIDINE-2-CARBOXYLATE HCL

There total 4 articles about ETHYL (S)-PIPERIDINE-2-CARBOXYLATE HCL 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: 80.0%

ethyl (S)-1-[(S)-1-phenylethyl]-1,2,3,6-tetrahydropyridine-2-carboxylate (1258422-24-0) → (S)-(-)-2-piperidinecarboxylic acid ethyl ester hydrochloride (123495-48-7)

Guidance literature:

ethyl (S)-1-[(S)-1-phenylethyl]-1,2,3,6-tetrahydropyridine-2-carboxylate; With 5% Pd(II)/C(eggshell); hydrogen; In methanol; at 20 ℃; for 4h;

pH=2;

DOI:10.1134/S1070428010090022

Reference yield:

ethanol (64-17-5) + pipecolinic acid (3105-95-1,83680-83-5) → (S)-(-)-2-piperidinecarboxylic acid ethyl ester hydrochloride (123495-48-7)

Guidance literature:

With thionyl chloride; for 2h; Heating;

DOI:10.1016/j.tetlet.2006.05.092

Reference yield:

(R)-N-[(S)-(1-phenylethyl)amino]pent-4-enoic acid ethyl ester → (S)-(-)-2-piperidinecarboxylic acid ethyl ester hydrochloride (123495-48-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) tetraethanolate / dichloromethane / 20 °C / Inert atmosphere

3: hydrogen; 5%-palladium/activated carbon / methanol / 4 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) tetraethanolate; 5%-palladium/activated carbon; hydrogen; potassium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetasy.2017.01.001

upstream raw materials:

ethanol

pipecolinic acid

ethyl (S)-1-[(S)-1-phenylethyl]-1,2,3,6-tetrahydropyridine-2-carboxylate

ethyl 2-{allyl[(S)-1-phenylethyl]amino}pent-4-enoate

Downstream raw materials:

pipecolinic acid

(2S,αS)-α<(3S)-(3-Benzyloxycarbonylamino-3-tert-butyloxycarbonyl)propylamino>-2-ethoxycarbonyl-1-piperidinbutansaeure-tert-butylester

(2S,αS)-α-(Benzyloxycarbonylamino)-2-ethoxycarbonyl-1-piperidin-butansaeure-tert-butylester

Refernces

• 1、 Titanyuk,Beletskaya. "Synthesis of non-natural cyclic amino acids from available unsaturated tertiary amines". experimental part. p. 1277 - 1281. Retrieved 2010/12/19.
• 2、 -. "NOVEL TRICYCLIC PIPERIDINYL COMPOUNDS USEFUL AS INHIBITORS OF FARNESYL-PROTEIN TRANSFERASE". Page/Page column 33. . Retrieved 2008/06/13.