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tert-Butyl 3-(aminomethyl)azetidine-1-carboxylate

  • CAS No. 325775-44-8

  • Cat. No. CS-D0671
  • Purity≥98%
  • MDL No.MFCD01861762

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

tert-Butyl 3-(aminomethyl)azetidine-1-carboxylate|CS-D0671

Structure of 325775-44-8

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General Information

  • CAS No. 325775-44-8
  • Cat. No. CS-D0671
  • Purity ≥98%
  • MDL No. MFCD01861762
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₈N₂O₂
  • Molecular Weight 186.25
  • Synonym(s) tert-Butyl-3-(aminomethyl)azetidin-1-carboxylat
  • SMILES O=C(OC(C)(C)C)N1CC(C1)CN

Description

tert-Butyl 3-(aminomethyl)azetidine-1-carboxylate is a bench-stable, moisture-tolerant azetidine derivative featuring a pendant primary amine. This scaffold integrates readily into peptide and small-molecule libraries, offering enhanced solubility and metabolic stability. The tert-butyl ester group enables straightforward deprotection under mild acidic conditions, facilitating downstream functionalization in medicinal chemistry workflows.

Application

tert-Butyl 3-(aminomethyl)azetidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to azetidine-containing scaffolds via straightforward deprotection and functionalization. The tert-butyl carbamate group offers excellent bench stability and facilitates purification, while the primary amine at the 3-position supports diverse transformations including alkylation, acylation, and coupling reactions. Its compatibility with standard peptide and heterocycle synthesis protocols makes it a practical choice for constructing bioactive molecules.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 44, # 1 p. 94 - 104
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 44, # 1 p. 94 - 104
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 44, # 1 p. 94 - 104

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   55.56
  • LogP   0.812
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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