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Benzyl 3-(hydroxymethyl)azetidine-1-carboxylate

  • CAS No. 618446-42-7

  • Cat. No. CS-0049854
  • Purity≥96%
  • MDL No.MFCD09037850

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

Benzyl 3-(hydroxymethyl)azetidine-1-carboxylate|CS-0049854

Structure of 618446-42-7

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General Information

  • CAS No. 618446-42-7
  • Cat. No. CS-0049854
  • Purity ≥96%
  • MDL No. MFCD09037850
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅NO₃
  • Molecular Weight 221.26
  • Synonym(s) None
  • SMILES O=C(OCC=1C=CC=CC1)N2CC(CO)C2

Description

Benzyl 3-(hydroxymethyl)azetidine-1-carboxylate features a strained azetidine core bearing a hydroxymethyl group and a benzyl ester, enabling direct functionalization at the nitrogen. This scaffold offers enhanced solubility and stability for use in medicinal chemistry campaigns targeting bioactive heterocycles.

Application

Benzyl 3-(hydroxymethyl)azetidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling the synthesis of azetidine-containing scaffolds prevalent in bioactive molecules. The pendant hydroxymethyl group facilitates downstream functionalization via oxidation, protection, or coupling reactions, while the benzyl ester offers convenient deprotection under mild hydrogenolysis conditions. Its bench-stable nature and compatibility with diverse reaction environments make it well-suited for iterative synthesis workflows.

Synthesis

  • Route1

    References

    • Amgen Inc. Patent: US2003/225106 A1, 2003 ; Location in patent: Page 96 ;

Safety Information

Download SDS
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   1.2473
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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