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(2S,4R)-tert-Butyl 4-fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate

  • CAS No. 1138324-48-7

  • Cat. No. CS-0058601
  • Molecule weight219.25
  • Purity≥98%
  • MDL No.None

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

(2S,4R)-tert-Butyl 4-fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate|CS-0058601

Structure of 1138324-48-7

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General Information

  • CAS No. 1138324-48-7
  • Cat. No. CS-0058601
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈FNO₃
  • Molecular Weight 219.25
  • Synonym(s) tert-butyl (2S,4R)-4-fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate
  • SMILES O=C(OC(C)(C)C)N1[C@H](CO)C[C@@H](F)C1

Description

This chiral pyrrolidine derivative features a tert-butyl ester and fluorinated ring, offering enhanced metabolic stability and stereochemical integrity. The hydroxymethyl group enables downstream functionalization, while the fluorine atom imparts favorable electronic and conformational properties. Designed for efficient integration into complex molecular architectures, this building block supports streamlined synthesis in medicinal chemistry and peptide modification workflows.

Application

(2S,4R)-tert-Butyl 4-fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate serves as a stereochemically defined pyrrolidine building block with orthogonal functional handles: a latent aldehyde via oxidation of the hydroxymethyl group and a reactive fluorine for nucleophilic substitution. Its tert-butyl carbamate protection ensures bench stability and compatibility with diverse coupling conditions. The molecule facilitates efficient access to bioactive heterocycles in medicinal chemistry campaigns, particularly in peptidomimetic and kinase inhibitor scaffolds.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   49.77
  • LogP   1.3262
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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