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CS-W001157 4
Total: USD 88.00

3-Fluoro-2,2-dimethylpropanoic acid

  • CAS No. 64241-77-6

  • Cat. No. CS-W005928
  • Purity≥97%
  • MDL No.MFCD17677039

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

3-Fluoro-2,2-dimethylpropanoic acid|CS-W005928

Structure of 64241-77-6

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General Information

  • CAS No. 64241-77-6
  • Cat. No. CS-W005928
  • Purity ≥97%
  • MDL No. MFCD17677039
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉FO₂
  • Molecular Weight 120.12
  • Synonym(s) 3-Fluoro-2,2-dimethyl-propionic acid
  • SMILES CC(C)(CF)C(O)=O

Description

3-Fluoro-2,2-dimethylpropanoic acid features a sterically hindered quaternary carbon center flanked by a fluorine atom and two methyl groups, delivering enhanced metabolic stability. This electron-withdrawing fluorinated scaffold integrates readily into bioactive molecules, offering improved membrane permeability and resistance to enzymatic degradation in medicinal chemistry applications.

Application

3-Fluoro-2,2-dimethylpropanoic acid serves as a valuable building block in medicinal chemistry, offering a sterically hindered, fluorinated aliphatic carboxylic acid scaffold. Its stability and resistance to β-elimination facilitate reliable coupling reactions, enabling efficient incorporation into peptide and non-peptidic molecular architectures. The trifluoromethyl-like electronic profile, combined with enhanced metabolic stability, makes it particularly useful for optimizing pharmacokinetic properties in drug candidates.

Synthesis

  • Route1
    • Methyl 3-fluoro-2,2-dimethylpropanoate|CS-0435477
      1068560-15-5
    • ~%
    • In-stock
      3-Fluoro-2,2-dimethylpropanoic acid|CS-W005928
      64241-77-6

    References

    • Novartis AG Patent: US2009/163469 A1, 2009 ; Location in patent: Page/Page column 60 ; US 20090163469 A1
  • Route2

    References

    • Bristol-Myers Squibb Company; Hewawasam, Piyasena; Kadow, John F.; Lopez, Omar D.; Meanwell, Nicholas A.; Tu, Yong; Wang, Alan Xiangdong; Xu, Ningning; Gupta, Samayamunthula Venkata Satya Arun Kumar; Srinivasu, Pothukanuri; Kumar, Indasi Gopi; Kumar, Ponugupati Suresh; Belema, Makonen; Fridell, Robert A.; Gao, Min; Lemm, Julie A.; O'Boyle, II, Donald R.; Sun, Jin-Hua; Wang, Chunfu; Wang, Ying-Kai Patent: US2013/183269 A1, 2013 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P304+P340-P331-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.0667
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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