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tert-Butyl 3-aminoazetidine-1-carboxylate

  • CAS No. 193269-78-2

  • Cat. No. CS-W009078
  • Purity≥98%
  • MDL No.MFCD01861753

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

tert-Butyl 3-aminoazetidine-1-carboxylate|CS-W009078

Structure of 193269-78-2

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General Information

  • CAS No. 193269-78-2
  • Cat. No. CS-W009078
  • Purity ≥98%
  • MDL No. MFCD01861753
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₆N₂O₂
  • Molecular Weight 172.22
  • Synonym(s) N-Boc-3-amino-azetidine
  • SMILES O=C(OC(C)(C)C)N1CC(N)C1

Description

tert-Butyl 3-aminoazetidine-1-carboxylate features a strained azetidine ring bearing a primary amine and a tert-butyl ester, enabling direct incorporation into peptide-like scaffolds. The protected amine facilitates selective derivatization, while the bicyclic core imparts conformational rigidity beneficial in bioactive molecule design.

Application

tert-Butyl 3-aminoazetidine-1-carboxylate serves as a versatile scaffold for the synthesis of azetidine-containing bioactive molecules. The protected amine and carboxylate groups enable orthogonal functionalization, while the strained four-membered ring imparts unique conformational rigidity. It facilitates efficient access to medicinally relevant azetidine derivatives via standard coupling, reduction, and cyclization protocols, offering excellent bench stability and ease of purification in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      429672-02-6
    • ~99%
    • In-stock
      tert-Butyl 3-aminoazetidine-1-carboxylate|CS-W009078
      193269-78-2

    References

    • WO2004/74283 A1, ; Page 40 ; WO 2004/074283 A1
  • Route2

    References

    • US2011/166121 A1, ; US 20110166121 A1
  • Route3

    References

    • US2011/166121 A1, ; US 20110166121 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 2735
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314-H318
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   55.56
  • LogP   0.5644
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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