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CS-W001157 4
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tert-Butyl 3-(hydroxymethyl)-3-methylazetidine-1-carboxylate

  • CAS No. 1363382-91-5

  • Cat. No. CS-0036896
  • Purity≥98%
  • MDL No.None

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

tert-Butyl 3-(hydroxymethyl)-3-methylazetidine-1-carboxylate|CS-0036896

Structure of 1363382-91-5

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General Information

  • CAS No. 1363382-91-5
  • Cat. No. CS-0036896
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₃
  • Molecular Weight 201.26
  • Synonym(s) 1-Boc-3-(hydroxyMethyl)-3-Methylazetidine
  • SMILES CC(C)(C)OC(=O)N1CC(C)(C1)CO

Description

tert-Butyl 3-(hydroxymethyl)-3-methylazetidine-1-carboxylate delivers a strained azetidine scaffold bearing a pendant hydroxymethyl group, enabling direct functionalization at the C3 position. This bench-stable, moisture-tolerant building block integrates readily into complex molecular architectures.

Application

tert-Butyl 3-(hydroxymethyl)-3-methylazetidine-1-carboxylate serves as a versatile building block for the synthesis of bioactive azetidine-containing scaffolds. The pendant hydroxymethyl group enables straightforward oxidation to aldehyde or carboxylic acid, facilitating downstream derivatization. Its tert-butyl carbamate protection offers excellent bench stability and compatibility with standard coupling reactions, while the strained azetidine core provides defined stereochemical control in medicinal chemistry applications.

Synthesis

  • Route1
    • 1-tert-Butyl 3-methyl 3-methylazetidine-1,3-dicarboxylate|CS-0052367
      898228-37-0
    • ~%
    • In-stock
      tert-Butyl 3-(hydroxymethyl)-3-methylazetidine-1-carboxylate|CS-0036896
      1363382-91-5

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger Patent: WO2013/144097 A1, 2013 ; Location in patent: Page/Page column 100 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   49.77
  • LogP   1.2357
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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