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CS-W001157 4
Total: USD 88.00

(S)-4,4-Difluoropyrrolidine-2-carboxylic acid

  • CAS No. 52683-81-5

  • Cat. No. CS-W021174
  • Purity≥95%
  • MDL No.MFCD10697866
  • 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.

(S)-4,4-Difluoropyrrolidine-2-carboxylic acid|CS-W021174

Structure of 52683-81-5

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Description

(S)-4,4-Difluoropyrrolidine-2-carboxylic acid features a rigid pyrrolidine core with two fluorine atoms at the C4 position, conferring enhanced metabolic stability and altered electronic properties. This stereodefined building block integrates readily into peptidomimetics and bioactive compounds, offering improved membrane permeability and resistance to enzymatic degradation in medicinal chemistry applications.

Application

(S)-4,4-Difluoropyrrolidine-2-carboxylic acid serves as a conformationally constrained, bioisosteric surrogate for proline in peptide-based drug discovery. Its difluorinated pyrrolidine ring enhances metabolic stability and modulates backbone geometry, enabling improved target affinity and membrane permeability. The carboxylic acid functionality facilitates direct coupling in solid-phase synthesis, while the stereochemistry ensures predictable folding in cyclic peptides. This building block is bench-stable, readily purified by crystallization, and compatible with standard coupling protocols.

General Information

  • CAS No. 52683-81-5
  • Cat. No. CS-W021174
  • Purity ≥95%
  • MDL No. MFCD10697866
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇F₂NO₂
  • Molecular Weight 151.11
  • Synonym(s) proline, 4,4-difluoro-
  • SMILES O=C([C@H]1NCC(F)(F)C1)O

Computational Chemistry Data

  • TPSA   49.33
  • LogP   0.0682
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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

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