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1-(1,1-Dimethylethyl) 2-methyl (2S,4S)-4-fluoro-5-oxo-1,2-pyrrolidinedicarboxylate

  • CAS No. 899898-94-3

  • Cat. No. CS-0461321
  • Purity≥95%
  • MDL No.None

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

1-(1,1-Dimethylethyl) 2-methyl (2S,4S)-4-fluoro-5-oxo-1,2-pyrrolidinedicarboxylate|CS-0461321

Structure of 899898-94-3

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General Information

  • CAS No. 899898-94-3
  • Cat. No. CS-0461321
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆F₂N₂
  • Molecular Weight 144.12
  • Synonym(s) 5-(Difluoromethyl)pyridin-3-amine
  • SMILES C1=C(C=NC=C1N)C(F)F

Description

This pyrrolidinedicarboxylate ester features a sterically hindered tert-butyl group and a fluorinated, electron-deficient pyrrolidine core. The (2S,4S) stereochemistry ensures high diastereoselectivity in asymmetric synthesis, while the bench-stable, moisture-tolerant structure enables reliable use in complex molecule assembly.

Application

This compound serves as a versatile chiral building block for the synthesis of pyrrolidine-based scaffolds, leveraging its protected dicarboxylate functionality and stereogenic centers. The (2S,4S)-configuration and fluorine substituent enable predictable reactivity in asymmetric synthesis, while the tert-butyl ester group offers enhanced bench stability and ease of purification. It functions effectively in standard coupling reactions and heterocycle formation protocols, supporting scalable access to bioactive molecules.

Synthesis

  • Route1
    • Tert-butyln-[5-(difluoromethyl)-3-pyridyl]carbamate|CS-0310175
      899899-70-8
    • ~89%
    • In-stock
      1-(1,1-Dimethylethyl) 2-methyl (2S,4S)-4-fluoro-5-oxo-1,2-pyrrolidinedicarboxylate|CS-0461321
      899898-94-3

    References

    • Buettelmann, Bernd; Ceccarelli, Simona Maria; Jaeschke, Georg; Kolczewski, Sabine; Porter, Richard Hugh Philip; Vieira, Eric Patent: US2006/160857 A1, 2006 ; Location in patent: Page/Page column 55 ; US 20060160857 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H312-H315-H318-H332-H335
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.6014
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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