Cas no 1353995-93-3 ((R)-3-[(2-Chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester)

(R)-3-[(2-Chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester is a chiral intermediate widely used in pharmaceutical synthesis, particularly in the development of bioactive molecules and active pharmaceutical ingredients (APIs). Its key structural features include a cyclopropane ring and a tert-butyl ester group, which enhance stability and reactivity in selective transformations. The presence of the 2-chloroacetyl moiety allows for further functionalization, making it a versatile building block for medicinal chemistry applications. The tert-butyloxycarbonyl (Boc) protecting group ensures compatibility with a range of synthetic conditions while facilitating deprotection under mild acidic conditions. This compound is valued for its high purity, well-defined stereochemistry, and utility in constructing complex molecular architectures.
(R)-3-[(2-Chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester structure
1353995-93-3 structure
Product Name:(R)-3-[(2-Chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester
CAS No:1353995-93-3
MF:C15H25ClN2O3
MW:316.823603391647
CID:2155299
Update Time:2025-05-20

(R)-3-[(2-Chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester Chemical and Physical Properties

Names and Identifiers

    • (R)-3-[(2-chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester
    • (R)-tert-Butyl 3-(2-chloro-N-cyclopropylacetamido)piperidine-1-carboxylate
    • AM95340
    • (R)-3-[(2-Chloroacetyl)cyclopropylamino]piperidine-1-carboxylic acid tert-butyl ester
    • (R)-3-[(2-Chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester
    • Inchi： 1S/C15H25ClN2O3/c1-15(2,3)21-14(20)17-8-4-5-12(10-17)18(11-6-7-11)13(19)9-16/h11-12H,4-10H2,1-3H3/t12-/m1/s1
    • InChI Key： LAYMXMYMEIJACN-GFCCVEGCSA-N
    • SMILES： ClCC(N([C@H]1CN(C(=O)OC(C)(C)C)CCC1)C1CC1)=O

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 5
  • Complexity: 404
  • Topological Polar Surface Area: 49.8

(R)-3-[(2-Chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Chemenu
CM498088-1g
(R)-tert-Butyl3-(2-chloro-N-cyclopropylacetamido)piperidine-1-carboxylate
 1353995-93-3 97%
1g
 $1499 2022-09-03
Fluorochem
081441-500mg
R)-3-[(2-Chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester
 1353995-93-3
500mg
 ￡755.00 2022-03-01

(R)-3-[(2-Chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester Related Literature

Additional information on (R)-3-[(2-Chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester

Comprehensive Overview of (R)-3-[(2-Chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester (CAS No. 1353995-93-3)

(R)-3-[(2-Chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester (CAS No. 1353995-93-3) is a chiral piperidine derivative with significant applications in pharmaceutical research and organic synthesis. This compound features a unique cyclopropyl-amino moiety and a tert-butyl ester group, making it a versatile intermediate for drug discovery. Its molecular structure combines a chloroacetyl functional group with a piperidine backbone, enabling diverse reactivity in medicinal chemistry. Researchers often explore its potential in modulating biological targets due to its stereochemical specificity and synthetic flexibility.

The growing interest in chiral building blocks like this compound aligns with trends in asymmetric synthesis and precision medicine. Searches for "piperidine derivatives in drug development" or "tert-butyl ester applications" highlight its relevance. Its CAS No. 1353995-93-3 is frequently queried in chemical databases, reflecting demand for high-purity intermediates. The compound’s R-configuration is critical for enantioselective reactions, a hotspot in modern organic chemistry. Recent publications emphasize its role in optimizing pharmacokinetic properties, particularly in CNS-targeted therapies.

From a synthetic perspective, the chloroacetyl group offers a handle for nucleophilic substitutions, while the cyclopropyl ring enhances metabolic stability—a key consideration in prodrug design. Discussions around "sterically hindered amines" often reference such structures. Analytical methods like HPLC and NMR confirm its purity, addressing concerns about chiral impurities in APIs. Environmental factors in synthesis, such as solvent selection for tert-butyl protection, are also debated in green chemistry forums.

Regulatory compliance for CAS 1353995-93-3 follows standard laboratory safety protocols, though it’s not classified as hazardous under major chemical inventories. Its storage typically requires anhydrous conditions to preserve the carboxylic acid tert-butyl ester functionality. Patent literature reveals its utility in protease inhibitor scaffolds, connecting to trending topics like "targeted protein degradation."

In conclusion, (R)-3-[(2-Chloro-acetyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester represents a sophisticated tool for medicinal chemists. Its structural features address contemporary challenges in bioavailability optimization and stereocontrol, while its CAS registration (1353995-93-3) ensures traceability in research workflows. As demand grows for tailored chiral compounds, this molecule’s role in cutting-edge therapeutics continues to expand.

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