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CS-W001157 4
Total: USD 88.00

(3S,4S)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxy-6-methylheptanoic acid

  • CAS No. 158257-40-0

  • Cat. No. CS-W018853
  • Purity≥95%
  • MDL No.MFCD00065675

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

(3S,4S)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxy-6-methylheptanoic acid|CS-W018853

Structure of 158257-40-0

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General Information

  • CAS No. 158257-40-0
  • Cat. No. CS-W018853
  • Purity ≥95%
  • MDL No. MFCD00065675
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₂₇NO₅
  • Molecular Weight 397.46
  • Synonym(s) FMOC-(S,S)STA-OH
  • SMILES CC(C)C[C@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C13)=O)[C@@H](O)CC(O)=O

Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a chiral diol motif with defined (3S,4S) stereochemistry, enabling precise incorporation into peptide synthesis workflows. The C-terminal hydroxyl and methyl-substituted heptanoic acid chain offer tailored reactivity for conjugation strategies. Bench-stable and moisture-tolerant, it facilitates efficient coupling under standard conditions.

Application

(3S,4S)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxy-6-methylheptanoic acid serves as a stereochemically defined amino acid building block for peptide synthesis, enabling efficient incorporation of hydroxylated side chains. The fluorenylmethoxycarbonyl (Fmoc) group provides orthogonal protection and facilitates straightforward purification by chromatography. Its bench-stable nature and compatibility with standard coupling protocols make it suitable for both manual and automated synthesis workflows.

Synthesis

  • Route1
    • null|null
      158257-38-6
    • ~%
    • In-stock
      (3S,4S)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxy-6-methylheptanoic acid|CS-W018853
      158257-40-0

    References

    • Tetrahedron Letters, , vol. 35, # 10 p. 1557 - 1560
  • Route2
    • null|null
      952065-37-1
    • In-stock
      Fmoc-Osu Amino acid impurity|CS-1733136
      82911-69-1
    • ~76%
    • In-stock
      (3S,4S)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxy-6-methylheptanoic acid|CS-W018853
      158257-40-0

    References

    • Konno, Hiroyuki; Kubo, Kanako; Makabe, Hidefumi; Toshiro, Emi; Hinoda, Naoyuki; Nosaka, Kazuto; Akaji, Kenichi Tetrahedron, 2007 , vol. 63, # 38 p. 9502 - 9513
  • Route3
    • null|null
      67010-44-0
    • ~%
    • In-stock
      (3S,4S)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxy-6-methylheptanoic acid|CS-W018853
      158257-40-0

    References

    • Tetrahedron, , vol. 63, # 38 p. 9502 - 9513

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   95.86
  • LogP   3.7754
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   8

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