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(2R)-2-{[(tert-Butoxy)carbonyl]amino}-3-cyclopentylpropanoic acid

  • CAS No. 219819-74-6

  • Cat. No. CS-0054499
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(2R)-2-{[(tert-Butoxy)carbonyl]amino}-3-cyclopentylpropanoic acid|CS-0054499

Structure of 219819-74-6

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General Information

  • CAS No. 219819-74-6
  • Cat. No. CS-0054499
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₃NO₄
  • Molecular Weight 257.33
  • Synonym(s) (R)-2-((tert-Butoxycarbonyl)amino)-3-cyclopentylpropanoic acid
  • SMILES O=C(O)[C@H](NC(OC(C)(C)C)=O)CC1CCCC1

Description

This chiral building block features a protected amino group and a cyclopentyl-substituted aliphatic chain, enabling direct incorporation into peptide architectures. The tert-butoxycarbonyl (Boc) moiety provides stable protection under standard conditions, while the (2R) stereochemistry ensures high fidelity in asymmetric synthesis.

Application

(2R)-2-{[(tert-Butoxy)carbonyl]amino}-3-cyclopentylpropanoic acid serves as a valuable chiral building block for peptide and peptidomimetic synthesis, offering a stable, bench-ready Boc-protected amino acid with defined stereochemistry. Its cyclopentyl side chain provides enhanced hydrophobicity and conformational rigidity, facilitating structure–activity studies in medicinal chemistry. The Boc group enables straightforward deprotection under mild acidic conditions, while the carboxylic acid functionality supports standard coupling protocols.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   2.5446
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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