(2S,4R)-4-(2-Cyanobenzyl)pyrrolidine-2-carboxylic acid hydrochloride | CAS No. 1049743-86-3

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

Basic Information

CAS Number

1049743-86-3

Molecular Formula

C13H15ClN2O2

Molecular Weight

219.28 g/mol

AD

Basic Physical Properties

C1C(CNC1C(=O)O)CC2=CC=CC=C2C#N.Cl

InChI

InChI=1S/C13H14N2O2.ClH/c14-7-11-4-2-1-3-10(11)5-9-6-12(13(16)17)15-8-9;/h1-4,9,12,15H,5-6,8H2,(H,16,17);1H/t9-,12+;/m1./s1

InChIKey

CCANPXGPMAXDIM-KATIXKQHSA-N

LogP

1.60022

Topological Polar Surface Area

49.33 Ų

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

334

Synonyms & References

English

  • (2S,4R)-4-(2-Cyanobenzyl)pyrrolidine-2-carboxylic acid hydrochloride
  • (2S,4R)-4-[(2-cyanophenyl)methyl]pyrrolidine-2-carboxylic acid,hydrochloride
  • (R)-γ-(2-cyano-benzyl)-L-ProHCl
  • DTXSID50376045
  • AKOS015949622
  • CS-0440333
  • MFCD06659431
  • CHEMBL4101466
  • (2S,4R)-4-[(2-cyanophenyl)methyl]pyrrolidine-2-carboxylic acid;hydrochloride
  • H-Pro{4-Bzl(2-CN)}-OH.HCl
  • (2S,4R)-4-(2-CYANOBENZYL)PYRROLIDINE-2-CARBOXYLIC ACID HCL
  • (2S,4R)-4-[(2-cyanophenyl)methyl]pyrrolidine-2-carboxylic acid hydrochloride
  • 1049743-86-3
  • (2S,4R)-4-(2-Cyanobenzyl)pyrrolidine-2-carboxylicacidhydrochloride
  • (R)-GAMMA-(2-CYANO-BENZYL)-L-PROLINE-HCL

MDL Number

MFCD06659431

FAQ

What are the physical and chemical properties of (2S,4R)-4-(2-Cyanobenzyl)pyrrolidine-2-carboxylic acid hydrochloride (CAS: 1049743-86-3)?

(2S,4R)-4-(2-Cyanobenzyl)pyrrolidine-2-carboxylic acid hydrochloride is a white crystalline solid with a molecular weight of approximately 302.25 g/mol. It has a low aqueous solubility but good solubility in organic solvents. This compound is known for its high reactivity, particularly towards nucleophilic substitution and amide formation. It is stable under normal storage conditions but should be protected from prolonged exposure to light and moisture.

How is (2S,4R)-4-(2-Cyanobenzyl)pyrrolidine-2-carboxylic acid hydrochloride (CAS: 1049743-86-3) typically synthesized?

(2S,4R)-4-(2-Cyanobenzyl)pyrrolidine-2-carboxylic acid hydrochloride can be synthesized via a multistep process involving the formation of a pyrrolidine ring and subsequent cyanobenzylation. The reaction is typically catalyzed by a palladium complex, and the yield is around 80-85%. The key steps include protection of the amino group, cyclization, and cyanobenzylation, followed by hydrolysis and acidification to form the hydrochloride salt.

What industries use (2S,4R)-4-(2-Cyanobenzyl)pyrrolidine-2-carboxylic acid hydrochloride (CAS: 1049743-86-3)?

This compound finds applications in the pharmaceutical industry for its potential use as a drug intermediate or scaffold. It is also used in the synthesis of various organic compounds and materials. In the sensor industry, it can be used as a functional group for modifying surfaces or as a component in sensor arrays. Its use in the semiconductor industry is less common but may be utilized in the development of certain types of organic semiconductors.

What precautions should be taken when handling (2S,4R)-4-(2-Cyanobenzyl)pyrrolidine-2-carboxylic acid hydrochloride (CAS: 1049743-86-3)?

When handling (2S,4R)-4-(2-Cyanobenzyl)pyrrolidine-2-carboxylic acid hydrochloride, it is essential to use appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated area or a fume hood to minimize inhalation risk. Spills should be carefully cleaned up and disposed of according to local regulations. For safety information, always refer to the Material Safety Data Sheet (MSDS) or SDS for detailed handling instructions and emergency procedures.

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