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

  • CAS No. 923012-40-2

  • Cat. No. CS-0433658
  • Purity≥98%
  • MDL No.None

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

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclopropylacetic acid|CS-0433658

Structure of 923012-40-2

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General Information

  • CAS No. 923012-40-2
  • Cat. No. CS-0433658
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₉NO₄
  • Molecular Weight 337.37
  • Synonym(s) N-Fmoc-R-2-Cyclopropylglycine
  • SMILES OC([C@@H](C1CC1)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)=O

Description

This fluoren-9-ylmethoxycarbonyl-protected chiral amino acid features a cyclopropyl group at the α-position, enhancing steric definition and metabolic stability. The (R)-configuration ensures enantioselective incorporation in peptide synthesis workflows. Designed for efficient coupling under standard conditions, this building block delivers high diastereoselectivity and compatibility with diverse reaction environments.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclopropylacetic acid serves as a valuable chiral building block in peptide synthesis, enabling the introduction of sterically hindered, cyclopropyl-containing amino acid residues. The Fmoc group provides orthogonal protection for primary amines, offering excellent stability under basic conditions and facilitating straightforward deprotection. Its well-defined stereochemistry and compatibility with standard coupling protocols 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-P330-P362+P364-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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