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(S)-tert-Butyl (2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)carbamate

  • CAS No. 1448440-50-3

  • Cat. No. CS-0435109
  • Purity≥95%
  • MDL No.None

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

(S)-tert-Butyl (2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)carbamate|CS-0435109

Structure of 1448440-50-3

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General Information

  • CAS No. 1448440-50-3
  • Cat. No. CS-0435109
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₇F₂N₃O₃
  • Molecular Weight 289.28
  • Synonym(s) Carbamic acid, N-[2-[(2S)-2-cyano-4,4-difluoro-1-pyrrolidinyl]-2-oxoethyl]-, 1,1-dimethylethyl ester
  • SMILES O=C(OC(C)(C)C)NCC(N1[C@H](C#N)CC(F)(F)C1)=O

Description

(S)-tert-Butyl (2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)carbamate features a sterically hindered pyrrolidine core with dual fluorine atoms enhancing metabolic stability. The cyano group enables direct incorporation into bioactive scaffolds, while the carbamate moiety offers convenient protection for amine-based intermediates in synthetic sequences. This chiral building block integrates readily into medicinal chemistry campaigns targeting CNS and oncology therapeutics under standard conditions.

Application

(S)-tert-Butyl (2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)carbamate serves as a versatile building block for the synthesis of fluorinated pyrrolidine-containing scaffolds. Its cyano and carbamate functionalities enable selective transformations in medicinal chemistry workflows. The molecule exhibits bench stability and facilitates efficient incorporation into complex heterocycles, supporting applications in API development requiring enhanced metabolic resistance and targeted bioavailability.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   82.43
  • LogP   1.27088
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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