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(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-cyclohexylpropanoic acid

  • CAS No. 1210834-55-1

  • Cat. No. CS-0454278
  • Purity≥96%
  • MDL No.None

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

(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-cyclohexylpropanoic acid|CS-0454278

Structure of 1210834-55-1

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General Information

  • CAS No. 1210834-55-1
  • Cat. No. CS-0454278
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₉NO₄
  • Molecular Weight 407.50
  • Synonym(s) N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-ALPHA-METHYL-D-CYCLOHEXYLALANINE
  • SMILES CN([C@H](CC1CCCCC1)C(=O)O)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C42

Description

(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-cyclohexylpropanoic acid features a chiral center at the C2 position, enabling stereocontrolled peptide synthesis. The fluorenylmethoxycarbonyl (Fmoc) group provides robust N-terminal protection, while the methylamino side chain enhances solubility and facilitates efficient coupling. This derivative integrates seamlessly into solid-phase workflows, offering high reactivity under standard conditions with minimal racemization.

Application

(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-cyclohexylpropanoic acid serves as a versatile chiral building block for peptide synthesis, enabling efficient incorporation of sterically demanding cyclohexyl side chains. Its Fmoc protection ensures orthogonal deprotection under mild conditions, while the methylated amine group enhances solubility and reduces racemization during coupling. The molecule exhibits excellent bench stability and facilitates high-yielding reactions in standard solid-phase and solution-phase 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-H312-H315-H319-H332-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   66.84
  • LogP   5.2909
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   6

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