Methyl (S)-piperidine-2-carboxylate hydrochloride

Base Information

• Chemical Name: Methyl (S)-piperidine-2-carboxylate hydrochloride
• CAS No.: 18650-39-0
• Molecular Formula: C7H14ClNO2
• Molecular Weight: 179.647
• Hs Code.: 2933399090
• European Community (EC) Number: 845-078-4
• DSSTox Substance ID: DTXSID70531755
• Mol file: 18650-39-0.mol

Synonyms:18650-39-0;Methyl (S)-piperidine-2-carboxylate hydrochloride;(S)-Methyl piperidine-2-carboxylate hydrochloride;methyl (2S)-piperidine-2-carboxylate hydrochloride;(S)-PIPERIDINE-2-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE;(S)-PIPERIDINE-2-CARBOXYLIC ACID METHYL ESTER HCL;methyl (2S)-piperidine-2-carboxylate;hydrochloride;(S)-Piperidine-2-carboxylic acid methyl ester, HCl;MFCD00237405;MFCD00672366;H-homoPro-OMe.HCl;L-Homoproline methyl ester hydrochloride;H-D-Homopro-OMe . HCl;SCHEMBL132158;DTXSID70531755;2-Piperidinecarboxylic acid, methyl ester, hydrochloride, (2S)-;AKOS015908661;AKOS015949473;CS-W001485;DS-12575;AM20090088;(S)-METHYL PIPERIDINE-2-CARBOXYLATE HCL;EN300-6762417;Methyl(S)-piperidine-2-carboxylate hydrochloride;A880646;W-206351;Methyl (2S)-2-piperidinecarboxylate hydrochloride (1:1);(L)-(-)-(S)-Piperidine-2-carboxylic acid methyl ester HCl;Methyl (2S)-piperidine-2-carboxylate--hydrogen chloride (1/1)

Chemical Property of Methyl (S)-piperidine-2-carboxylate hydrochloride

Chemical Property:

• Vapor Pressure: 0.0408mmHg at 25°C
• Melting Point: 176-177℃
• Boiling Point: 235.3 °C at 760 mmHg
• Flash Point: 96.1 °C
• PSA: 38.33000
• LogP: 0.63030
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 179.0713064
• Heavy Atom Count: 11
• Complexity: 125

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCCCN1.Cl
• Isomeric SMILES: COC(=O)[C@@H]1CCCCN1.Cl
• Uses: Methyl (2S)-Piperidine-2-carboxylate Hydrochloride can be useful in the preparation of Thyrotropin-?releasing hormone (TRH) analogs, preparation of (arylsulfonyl)(amidino)phenylalanine piperidinamides as matriptase inhibitors, stereoselective synthesis of protected peptides containing anti β-hydroxy tyrosine, preparation of analogs of endogenous neuropeptide cycloprolylglycine, and preparation of promysalin analogs. It can also be useful in the preparation of molecular switches within ADX-47273 mGlu5 PAM scaffold that modulate modes of pharmacology to afford mGlu5 modulators.

Technology Process of Methyl (S)-piperidine-2-carboxylate hydrochloride

There total 9 articles about Methyl (S)-piperidine-2-carboxylate hydrochloride 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: 99.0%

methanol (67-56-1) + (S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid (26250-84-0) → (S)-methyl pipecolinate hydrochloride (18650-39-0)

Guidance literature:

With thionyl chloride;

DOI:10.1016/j.bmcl.2010.11.119

Reference yield: 97.5%

methanol (67-56-1) + pipecolinic acid (3105-95-1,83680-83-5) → (S)-methyl pipecolinate hydrochloride (18650-39-0)

Guidance literature:

With thionyl chloride; at 20 ℃; for 48h;

DOI:10.1021/jm0500830

Reference yield:

Piperidine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl ester → (S)-methyl pipecolinate hydrochloride (18650-39-0) + (R)-piperidine-2-carboxylic acid methyl ester hydrochloride (18650-38-9)

Guidance literature:

With hydrogenchloride; hydrogen; platinum(IV) oxide; In methanol; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00114a006

upstream raw materials:

methanol

L-(-)-pipecolic acid

(2S)-2-piperidinecarboxylic acid L-tartrate

pipecolinic acid

Downstream raw materials:

methyl (S)-N-benzylpipecolinate

C₁₁H₁₇NO₃

C₁₈H₂₀FN₃O₂

C₁₈H₂₀ClN₃O₂

Refernces

• 1、 -. "Bridged Ring compounds As Hepatitis C Virus (HCV) Inhibitors And Pharmaceutical Applications Thereof". Paragraph 1638; 1654; 1655; 1656; 1657. . Retrieved 2015/03/28.
• 2、 -. "SPIRO RING COMPOUND AS HEPATITIS C VIRUS (HCV) INHIBITOR AND USES THEREOF FIELD OF THE INVENTION". Page/Page column 170; 171. . Retrieved 2014/06/23.