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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclopropylacetic acid

  • CAS No. 1212257-18-5

  • Cat. No. CS-0101026
  • Purity≥98%
  • MDL No.MFCD06659145

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

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclopropylacetic acid|CS-0101026

Structure of 1212257-18-5

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General Information

  • CAS No. 1212257-18-5
  • Cat. No. CS-0101026
  • Purity ≥98%
  • MDL No. MFCD06659145
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₉NO₄
  • Molecular Weight None
  • Synonym(s) Fmoc-L-Cyclopropylglycine
  • SMILES O=C(O)[C@H](C1CC1)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a chiral cyclopropyl group at the α-position, enabling stereocontrolled incorporation into peptide chains. The Fmoc moiety provides orthogonal protection for amine functionalization, while the cyclopropyl substituent imparts conformational rigidity and enhanced metabolic stability in bioactive peptide synthesis.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclopropylacetic acid serves as a robust chiral building block for peptide synthesis, enabling efficient incorporation of cyclopropylalanine residues. The Fmoc group provides excellent stability and facile deprotection under mild basic conditions, while the cyclopropyl side chain offers defined stereochemistry and conformational rigidity. Its compatibility with standard coupling protocols and ease of purification make it ideal for solid-phase and solution-phase peptide assembly.

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   3.3883
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   5

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