L-Proline methyl ester hydrochloride - ≥98% , CAS No.2133-40-6

CAS: 2133-40-6 Cat. No.: P109007 Molecular Weight: 165.62 Beilstein Registry Number: 3596045 EC Number: 218-363-0

GRADE & PURITY ≥98%

Synonyms

AM20090186 | L-proline methylesterhydrochloride | Methyl L-prolinate hydrochloride | (-)-PROLINE METHYL ESTER HYDROCHLORIDE | (S)-pyrrolidine-2-carboxylic acid methyl ester, hydrochloride salt | L-Proline methyl ester hydrochloride | Methyl L-prolinate HC

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

application：

L-Proline methyl ester hydrochloride can be used as:

A building block in peptide synthesis.

A catalyst to synthesize 3,4-dihydropyrimidin-2-(1H)-ones via Biginelli condensation reaction with aryl aldehydes, methyl acetoacetate, and urea.

A reactant to prepare prolylproline. 

Specifications

Synonyms

AM20090186 | L-proline methylesterhydrochloride | Methyl L-prolinate hydrochloride | (-)-PROLINE METHYL ESTER HYDROCHLORIDE | (S)-pyrrolidine-2-carboxylic acid methyl ester, hydrochloride salt | L-Proline methyl ester hydrochloride | Methyl L-prolinate HC

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: COC(=O)C1CCCN1.Cl
• IUPAC Name: methyl (2S)-pyrrolidine-2-carboxylate;hydrochloride
• InChIKey: HQEIPVHJHZTMDP-JEDNCBNOSA-N
• INCHI: 1S/C6H11NO2.ClH/c1-9-6(8)5-3-2-4-7-5;/h5,7H,2-4H2,1H3;1H/t5-;/m0./s1
• Isomeric SMILES: COC(=O)[C@@H]1CCCN1.Cl
• WGK Germany: 3
• Molecular Weight: 165.62
• Beilstein: 3596045
• Reaxy-Rn: 4238029
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4238029&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid esters
• Alternative Parents: Proline and derivatives Pyrrolidine carboxylic acids Methyl esters Monocarboxylic acids and derivatives Dialkylamines Azacyclic compounds Organopnictogen compounds Organic oxides Hydrochlorides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Alpha-amino acid ester - Proline or derivatives - Pyrrolidine carboxylic acid - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine - Methyl ester - Carboxylic acid ester - Secondary aliphatic amine - Monocarboxylic acid or derivatives - Secondary amine - Azacycle - Organoheterocyclic compound - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Amine - Carbonyl group - Organic oxygen compound - Hydrochloride - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Chloroform, Methanol (Slightly), Water (slightly)
• Sensitivity: heat sensitive ,Moisture sensitive
• Specific Rotation[α]: -31.5 ° (C=1, H2O)
• Boil Point(°C): 55 °C/11 mmHg
• Melt Point(°C): 68-78°C
• Molecular Weight: 165.620 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.056 Da
• Monoisotopic Mass: 165.056 Da
• Topological Polar Surface Area: 38.300 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 114.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Jiahe Huang, Zhengjin Zhou, Chunhong Zhang, Chao Wang, Yanli Zhou, Lijia Liu, Junqing Li, Toshifumi Satoh, Yoshio Okamoto.  (2023)  Hybridization of helical poly(phenylacetylene)s bearing L-proline tripeptide pendants into porous silica microspheres as a solvent-tolerable chiral stationary phase for liquid chromatography.  ANALYST,  148  (8): (1877-1886).  [PMID:36960700] [10.1039/D3AN00061C]

2. Luyao Zheng, Zhiyuan Zhao, Ye Yang, Yaming Li, Chengxiao Wang.  (2020)  Novel skin permeation enhancers based on amino acid ester ionic liquid: Design and permeation mechanism.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:31953082] [10.1016/j.ijpharm.2020.119031]