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CS-W001157 4
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(2S)-1-[(tert-Butoxy)carbonyl]-4,4-difluoro-2-methylpyrrolidine-2-carboxylic acid

  • CAS No. 1194032-23-9

  • Cat. No. CS-0057413
  • Purity≥98%
  • MDL No.MFCD22566252

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

(2S)-1-[(tert-Butoxy)carbonyl]-4,4-difluoro-2-methylpyrrolidine-2-carboxylic acid|CS-0057413

Structure of 1194032-23-9

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General Information

  • CAS No. 1194032-23-9
  • Cat. No. CS-0057413
  • Purity ≥98%
  • MDL No. MFCD22566252
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇F₂NO₄
  • Molecular Weight 265.25
  • Synonym(s) (2S)-4,4-difluoro-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
  • SMILES O=C([C@@]1(C)N(C(OC(C)(C)C)=O)CC(F)(F)C1)O

Description

This pyrrolidine derivative features a tert-butoxycarbonyl-protected amine and two geminal fluorines at the 4-position, conferring enhanced metabolic stability and conformational rigidity. The methyl group at C2 further modulates steric environment, enabling precise control in peptidomimetic design. Ideal for building constrained bioactive scaffolds in medicinal chemistry applications.

Application

(2S)-1-[(tert-Butoxy)carbonyl]-4,4-difluoro-2-methylpyrrolidine-2-carboxylic acid serves as a versatile chiral building block for the synthesis of fluorinated pyrrolidine scaffolds. The difluoro substitution enhances metabolic stability and modulates conformational rigidity, while the Boc group enables straightforward deprotection under mild acidic conditions. Its stability, compatibility with standard coupling reagents, and suitability for peptide and heterocycle synthesis make it ideal for medicinal chemistry applications requiring fluorinated aliphatic motifs.

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-P363-P501

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   2.1058
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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