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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hept-6-enoic acid

  • CAS No. 856412-22-1

  • Cat. No. CS-W019086
  • Purity≥98%
  • MDL No.MFCD08272862

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

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hept-6-enoic acid|CS-W019086

Structure of 856412-22-1

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General Information

  • CAS No. 856412-22-1
  • Cat. No. CS-W019086
  • Purity ≥98%
  • MDL No. MFCD08272862
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₃NO₄
  • Molecular Weight 365.42
  • Synonym(s) N-Fmoc-(S)-2-aminohept-6-enoic acid
  • SMILES C=CCCC[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C(O)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hept-6-enoic acid features a chiral center and a terminal alkene, enabling selective conjugate additions in peptide synthesis. The fluorenylmethoxycarbonyl (Fmoc) group provides orthogonal protection for amine functionalities, while the alkenyl side chain offers a reactive handle for downstream modifications. This structure combines stability under standard conditions with compatibility in solid-phase peptide coupling protocols.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hept-6-enoic acid serves as a valuable chiral building block for peptide synthesis, enabling efficient incorporation of α,β-unsaturated amino acid motifs. The fluorenylmethoxycarbonyl (Fmoc) group provides excellent stability and orthogonal deprotection under mild basic conditions, while the terminal alkene supports downstream functionalization via cross-coupling or hydrogenation. Its defined stereochemistry and compatibility with standard solid-phase protocols make it ideal for synthesizing bioactive peptides and peptidomimetics.

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   4.3346
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   8

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