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

  • CAS No. 1262886-64-5

  • Cat. No. CS-0100593
  • Molecule weight407.50
  • Purity≥98%
  • MDL No.MFCD17215633

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

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)dec-9-enoic acid|CS-0100593

Structure of 1262886-64-5

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General Information

  • CAS No. 1262886-64-5
  • Cat. No. CS-0100593
  • Purity ≥98%
  • MDL No. MFCD17215633
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₉NO₄
  • Molecular Weight 407.50
  • Synonym(s) Fmoc-(S)-2-aminodec-9-enoic acid
  • SMILES C=CCCCCCC[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)dec-9-enoic acid is a chiral amino acid derivative featuring a terminal alkene and an Fmoc protecting group. This structure enables efficient incorporation into peptide chains under standard coupling conditions, with the conjugated double bond offering potential for downstream functionalization. The Fmoc moiety ensures orthogonal deprotection during solid-phase synthesis.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)dec-9-enoic acid serves as a valuable chiral building block in peptide synthesis, enabling the incorporation of unsaturated aliphatic side chains with defined stereochemistry. The fluorenylmethoxycarbonyl (Fmoc) group provides robust protection of the amine under basic conditions and facilitates easy removal during standard deprotection protocols. The terminal alkene offers a handle for post-functionalization via cross-coupling or metathesis reactions, enhancing versatility in the construction of complex molecular architectures.

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   5.5049
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   11

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