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CS-W001157 4
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tert-Butyl azetidin-3-ylcarbamate

  • CAS No. 91188-13-5

  • Cat. No. CS-W008685
  • Molecule weight172.22
  • Purity≥98%
  • MDL No.MFCD01861759

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

tert-Butyl azetidin-3-ylcarbamate|CS-W008685

Structure of 91188-13-5

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General Information

  • CAS No. 91188-13-5
  • Cat. No. CS-W008685
  • Purity ≥98%
  • MDL No. MFCD01861759
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₆N₂O₂
  • Molecular Weight 172.22
  • Synonym(s) tert-butyl azetidin-1-ylcarbamate
  • SMILES O=C(OC(C)(C)C)NC1CNC1

Description

tert-Butyl azetidin-3-ylcarbamate delivers a protected azetidine scaffold with enhanced stability and solubility, ideal for late-stage functionalization in medicinal chemistry. The tert-butyl carbamate group enables efficient deprotection under mild acidic conditions, while the strained azetidine ring imparts favorable conformational rigidity and metabolic resistance. This combination supports rapid access to bioactive nitrogen heterocycles in drug discovery workflows.

Application

tert-Butyl azetidin-3-ylcarbamate serves as a stable, bench-ready building block for the synthesis of bioactive azetidine-containing compounds. Its carbamate group provides excellent functional group tolerance and facilitates straightforward deprotection under mild acidic conditions. The molecule enables efficient incorporation of the azetidin-3-yl scaffold into medicinal chemistry libraries and complex heterocyclic systems, particularly in late-stage diversification via nucleophilic substitution or transition-metal-catalyzed coupling reactions.

Synthesis

  • Route1
    • tert-Butyl(1-benzhydrylazetidin-3-yl)carbamate|CS-0171904
      91189-18-3
    • ~99%
    • In-stock
      tert-Butyl azetidin-3-ylcarbamate|CS-W008685
      91188-13-5

    References

    • US2004/147502 A1, ; Page/Page column 23; 25 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
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   50.36
  • LogP   0.4829
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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