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tert-Butyl 5,5-difluoro-2-(hydroxymethyl)piperidine-1-carboxylate

  • CAS No. 1255666-39-7

  • Cat. No. CS-W001710
  • Purity≥98%
  • MDL No.MFCD18433649

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

tert-Butyl 5,5-difluoro-2-(hydroxymethyl)piperidine-1-carboxylate|CS-W001710

Structure of 1255666-39-7

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General Information

  • CAS No. 1255666-39-7
  • Cat. No. CS-W001710
  • Purity ≥98%
  • MDL No. MFCD18433649
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉F₂NO₃
  • Molecular Weight 251.27
  • Synonym(s) 5,5-Difluoro-2-hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester
  • SMILES OCC1CCC(CN1C(=O)OC(C)(C)C)(F)F

Description

tert-Butyl 5,5-difluoro-2-(hydroxymethyl)piperidine-1-carboxylate features a sterically hindered piperidine core with dual fluorine atoms at the 5-position, enhancing metabolic stability. The pendant hydroxymethyl group enables direct functionalization or derivatization in synthetic routes. This bench-stable, moisture-tolerant building block integrates readily into complex molecular architectures requiring fluorinated heterocyclic motifs.

Application

tert-Butyl 5,5-difluoro-2-(hydroxymethyl)piperidine-1-carboxylate serves as a versatile building block for fluorinated piperidine scaffolds in medicinal chemistry. The difluoro substitution at the C5 position imparts enhanced metabolic stability and modulates basicity, while the hydroxymethyl group enables downstream functionalization via oxidation, reduction, or coupling reactions. The tert-butyl carbamate protects the nitrogen during synthesis, offering excellent bench stability and straightforward deprotection under mild acidic conditions.

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   49.77
  • LogP   2.0135
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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