(2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride | CAS No. 1049733-75-6

(2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride

Basic Information

CAS Number

1049733-75-6

Molecular Formula

C12H15Cl2NO2

Molecular Weight

276.16 g/mol

AD

Basic Physical Properties

C1C(CNC1C(=O)O)CC2=CC(=CC=C2)Cl.Cl

InChI

InChI=1S/C12H14ClNO2.ClH/c13-10-3-1-2-8(5-10)4-9-6-11(12(15)16)14-7-9;/h1-3,5,9,11,14H,4,6-7H2,(H,15,16);1H/t9-,11+;/m1./s1

InChIKey

DJTLAJDJECIWLN-XQKZEKTMSA-N

LogP

2.3670000000000004

Topological Polar Surface Area

49.33 Ų

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

259

Synonyms & References

English

  • (2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride
  • 4-[(3-chlorophenyl)methyl]-L-Proline hydrochloride
  • (2S,4R)-4-[(3-chlorophenyl)methyl]pyrrolidine-2-carboxylic acid,hydrochloride
  • (R)-γ-(3-chloro-benzyl)-L-ProHCl
  • CHEMBL4066881
  • DTXSID50376005
  • (2S,4R)-4-(3-CHLOROBENZYL)PYRROLIDINE-2-CARBOXYLIC ACID HCL
  • CS-0179038
  • A896111
  • (R)-gamma-(3-chloro-benzyl)-L-proline-HCl
  • (2S,4R)-4-[(3-chlorophenyl)methyl]pyrrolidine-2-carboxylic acid hydrochloride
  • 1049733-75-6
  • (2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylicacidhydrochloride
  • AKOS015949671
  • (2S,4R)-4-[(3-chlorophenyl)methyl]pyrrolidine-2-carboxylic acid;hydrochloride
  • AS-72616
  • H-Pro{4-Bzl(3-Cl)}-OH.HCl
  • MFCD06659394
  • (R)-gamma-(3-chloro-benzyl)-L-proline hydrochloride, AldrichCPR

MDL Number

MFCD06659394

FAQ

What are the physical and chemical properties of (2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride (CAS: 1049733-75-6)?

(2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride is a white, crystalline solid with a molecular weight of approximately 334.72 g/mol. It is slightly soluble in water but soluble in organic solvents like ethanol and acetonitrile. This compound is known for its moderate reactivity, particularly in amide bond formation and peptide coupling reactions. It exhibits good stability under normal conditions but requires storage in a desiccator to prevent moisture absorption.

How is (2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride (CAS: 1049733-75-6) typically synthesized?

The compound (2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride can be synthesized via a multi-step process starting from 3-chlorobenzyl alcohol and pyrrolidine. Common methods involve the formation of a protected pyrrolidine derivative, followed by coupling with the 3-chlorobenzyl alcohol derivative. The reaction typically requires the use of a suitable base and a suitable catalyst to achieve high selectivity and yield. The final step involves the addition of hydrochloric acid to form the hydrochloride salt.

What industries use (2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride (CAS: 1049733-75-6)?

(2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride finds application in the pharmaceutical industry, particularly in the synthesis of peptides and peptidomimetics due to its amide functionality. It is also used in the polymer industry for modifying polymer properties and in the sensor industry for developing chemical sensors. Additionally, its use in semiconductor applications for surface functionalization is reported, though on a smaller scale.

What precautions should be taken when handling (2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride (CAS: 1049733-75-6)?

When handling (2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The substance should be handled in a well-ventilated area or in a fume hood to minimize inhalation risk. Spills should be immediately cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the material safety data sheet (MSDS) for detailed safety information and emergency procedures.

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