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(2S)-2-[9H-Fluoren-9-ylmethoxycarbonyl(methyl)amino]-3,3-dimethylbutanoic acid

  • CAS No. 1172579-62-2

  • Cat. No. CS-0038891
  • Purity≥98%
  • MDL No.MFCD27952009

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

(2S)-2-[9H-Fluoren-9-ylmethoxycarbonyl(methyl)amino]-3,3-dimethylbutanoic acid|CS-0038891

Structure of 1172579-62-2

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General Information

  • CAS No. 1172579-62-2
  • Cat. No. CS-0038891
  • Purity ≥98%
  • MDL No. MFCD27952009
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₅NO₄
  • Molecular Weight 367.44
  • Synonym(s) Fmoc-N-Me-Tle-OH
  • SMILES CC(C)(C)[C@@H](C(=O)O)N(C)C(=O)OCC1C2=CC=CC=C2C3=CC=CC=C31

Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a sterically hindered, bench-stable side chain ideal for peptide synthesis. The (2S)-configuration ensures stereochemical fidelity during coupling, while the fluorenylmethyl carbamate group enables efficient N-terminal protection and mild deprotection under standard conditions.

Application

(2S)-2-[9H-Fluoren-9-ylmethoxycarbonyl(methyl)amino]-3,3-dimethylbutanoic acid serves as a valuable chiral building block for peptide synthesis, offering enhanced solubility and stability compared to traditional Fmoc-amino acids. The sterically hindered 3,3-dimethylbutanoyl backbone minimizes racemization during coupling, while the Fmoc-methylamino group enables efficient orthogonal deprotection. This structure facilitates reliable N-terminal protection in solid-phase peptide synthesis and supports high-yield couplings with diverse amino acids.

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   66.84
  • LogP   4.3666
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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