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tert-Butyl 3-fluoro-3-(hydroxymethyl)azetidine-1-carboxylate

  • CAS No. 1126650-66-5

  • Cat. No. CS-0036895
  • Purity≥98%
  • MDL No.MFCD17392630

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

tert-Butyl 3-fluoro-3-(hydroxymethyl)azetidine-1-carboxylate|CS-0036895

Structure of 1126650-66-5

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General Information

  • CAS No. 1126650-66-5
  • Cat. No. CS-0036895
  • Purity ≥98%
  • MDL No. MFCD17392630
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆FNO₃
  • Molecular Weight 205.23
  • Synonym(s) tert-Butyl-3-(hydroxymethyl)-3-fluoro-azetidine-1-carboxylate
  • SMILES CC(C)(C)OC(=O)N1CC(C1)(CO)F

Description

tert-Butyl 3-fluoro-3-(hydroxymethyl)azetidine-1-carboxylate features a strained azetidine core bearing a fluorine atom and a hydroxymethyl group, enabling selective functionalization. The tert-butyl ester facilitates purification and handling, while the hydroxymethyl moiety offers a site for further derivatization. This scaffold delivers enhanced metabolic stability and membrane permeability in bioactive molecule design.

Application

tert-Butyl 3-fluoro-3-(hydroxymethyl)azetidine-1-carboxylate serves as a versatile building block for the synthesis of fluorinated azetidine-containing scaffolds. The pendant hydroxymethyl group enables straightforward functionalization via oxidation, protection, or coupling reactions, while the fluorine atom imparts enhanced metabolic stability and modulates electronic properties. The tert-butyl carbamate provides excellent stability and ease of removal under mild acidic conditions, facilitating downstream transformations in medicinal chemistry and process development.

Safety Information

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Computational Chemistry Data

  • TPSA   49.77
  • LogP   0.9377
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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