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CS-W001157 4
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N-Fmoc-2,5-difluoro-L-phenylalanine

  • CAS No. 1004959-90-3

  • Cat. No. CS-0158519
  • Purity≥98%
  • MDL No.MFCD07372004
  • HazMat Fee +

    HazMat Fee

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it. There is a HazMat shipping fee for each item that qualifies as a dangerous good, except in the following scenarios:

    The shipment is processed through FedEx Ground under the Limited Quantity option.

    Each bottle is packed as an Excepted Quantity, with a maximum of 1g for items in class 6.1 packing group I or II, and up to 25g for all other hazardous materials.

    If shipping is charged to your FedEx account, the HazMat fee will be billed directly by the courier. Otherwise, the fee will be included on your invoice. To help you avoid the HazMat fee, we can package a 5g order of a class 6.1 packing group I or II material as five separate 1g units, and a 100g order of any other dangerous good as four 25g units. This packaging adjustment will be made unless you instruct otherwise on your purchase order. Below, you will find the fee schedule from FedEx for handling hazardous materials.

    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

    There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

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

N-Fmoc-2,5-difluoro-L-phenylalanine|CS-0158519

Structure of 1004959-90-3

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Description

N-Fmoc-2,5-difluoro-L-phenylalanine integrates a fluorinated aromatic side chain with a bench-stable Fmoc protecting group, enabling efficient incorporation into peptide chains under standard coupling conditions. The para-fluorine substitution enhances metabolic stability and modulates electronic properties, while the ortho-fluorines introduce steric and conformational constraints beneficial for structural studies. This derivative supports the synthesis of bioactive peptides requiring enhanced membrane permeability and resistance to enzymatic degradation.

Application

N-Fmoc-2,5-difluoro-L-phenylalanine serves as a valuable building block in peptide synthesis, enabling the incorporation of ortho-fluorinated aromatic side chains with enhanced metabolic stability and modulated electronic properties. The Fmoc group provides excellent protection for the α-amino function, allowing for straightforward deprotection under standard conditions. Its difluorophenyl moiety offers improved lipophilicity and resistance to oxidative metabolism, making it particularly useful in medicinal chemistry campaigns targeting bioactive peptides and peptidomimetics.

General Information

  • CAS No. 1004959-90-3
  • Cat. No. CS-0158519
  • Purity ≥98%
  • MDL No. MFCD07372004
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₁₉F₂NO₄
  • Molecular Weight 423.41
  • Synonym(s) Fmoc-L-2,5-Difluorophenylalanine
  • SMILES C([C@@H](NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)CC=4C(=CC=C(C4)F)F)(=O)O

Computational Chemistry Data

  • TPSA   75.63
  • LogP   4.4992
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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