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CS-W001157 4
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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methyloct-7-enoic acid

  • CAS No. 288617-74-3

  • Cat. No. CS-0100611
  • Purity≥95%
  • MDL No.MFCD28009657

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

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methyloct-7-enoic acid|CS-0100611

Structure of 288617-74-3

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General Information

  • CAS No. 288617-74-3
  • Cat. No. CS-0100611
  • Purity ≥95%
  • MDL No. MFCD28009657
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₇NO₄
  • Molecular Weight 393.48
  • Synonym(s) 7-Octenoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-,(2S)-
  • SMILES C=CCCCC[C@](C)(NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C(O)=O

Description

This fluoren-9-ylmethoxycarbonyl-protected amino acid features a chiral center at the alpha position and a terminal olefinic handle at C7, enabling efficient conjugation in peptide synthesis. The bulky fluorenylmethoxycarbonyl group provides robust protection, while the methyloct-7-enoic backbone offers enhanced solubility and compatibility with solid-phase workflows.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methyloct-7-enoic acid serves as a valuable chiral building block for peptide synthesis, leveraging the robustness of Fmoc protection. Its pendant alkene enables post-functionalization via standard olefin transformations, while the α-methyl group enhances metabolic stability and conformational rigidity. The molecule exhibits excellent bench stability, ease of purification, and compatibility with standard coupling protocols in solid-phase peptide synthesis.

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-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   5.1148
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   9

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