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CS-W001157 4
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trans-tert-Butyl 3-fluoro-4-hydroxypyrrolidine-1-carboxylate

  • CAS No. 869481-93-6

  • Cat. No. CS-W001660
  • Purity≥97%
  • MDL No.MFCD19443950

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

trans-tert-Butyl 3-fluoro-4-hydroxypyrrolidine-1-carboxylate|CS-W001660

Structure of 869481-93-6

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General Information

  • CAS No. 869481-93-6
  • Cat. No. CS-W001660
  • Purity ≥97%
  • MDL No. MFCD19443950
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆FNO₃
  • Molecular Weight 205.23
  • Synonym(s) Tert-butyl 3-fluoro-4-hydroxypyrrolidine-1-carboxylate
  • SMILES O=C(OC(C)(C)C)N1C[C@@H](F)[C@H](O)C1

Description

trans-tert-Butyl 3-fluoro-4-hydroxypyrrolidine-1-carboxylate features a rigid, conformationally constrained pyrrolidine core with a fluoro substituent at C3 and a hydroxyl group at C4. This configuration enables selective functionalization in complex molecule synthesis, particularly in medicinal chemistry scaffolds requiring stereocontrolled access to fluorinated heterocycles. The tert-butyl ester facilitates straightforward deprotection under mild acidic conditions.

Application

trans-tert-Butyl 3-fluoro-4-hydroxypyrrolidine-1-carboxylate serves as a versatile chiral building block in medicinal chemistry, enabling the construction of fluorinated pyrrolidine scaffolds found in bioactive molecules. The hydroxyl group facilitates downstream functionalization via etherification, esterification, or oxidation, while the tert-butyl carbamate offers excellent stability and ease of removal under mild acidic conditions. The trans stereochemistry ensures predictable reactivity in stereoselective transformations, making it ideal for synthesis of peptide mimetics and kinase inhibitors.

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   0.9361
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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