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cis-tert-Butyl 3-aminocyclobutanecarbamate

  • CAS No. 1212395-34-0

  • Cat. No. CS-0045544
  • Purity≥97%
  • MDL No.None

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

cis-tert-Butyl 3-aminocyclobutanecarbamate|CS-0045544

Structure of 1212395-34-0

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General Information

  • CAS No. 1212395-34-0
  • Cat. No. CS-0045544
  • Purity ≥97%
  • MDL No. None
  • 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-aminocyclobutyl)carbamate
  • SMILES O=C(OC(C)(C)C)N[C@H]1C[C@@H](N)C1

Description

cis-tert-Butyl 3-aminocyclobutanecarbamate features a rigid, conformationally constrained cyclobutane core with a strategically positioned amine and carbamate group. This configuration enables precise spatial control in synthetic applications, facilitating efficient incorporation into complex molecular architectures under standard conditions.

Application

cis-tert-Butyl 3-aminocyclobutanecarbamate serves as a conformationally constrained, bench-stable building block for medicinal chemistry and peptide mimicry. The protected amine and carbamate functionalities enable orthogonal transformations, while the cyclobutane scaffold imparts rigidity useful in modulating bioactive molecule geometry. It functions effectively in standard coupling reactions and serves as a key intermediate in the synthesis of heterocyclic scaffolds and targeted API candidates.

Synthesis

  • Route1
    • null|null
      1239589-57-1
    • ~87%
    • In-stock
      cis-tert-Butyl 3-aminocyclobutanecarbamate|CS-0045544
      1212395-34-0

    References

    • Radchenko, Dmytro S.; Pavlenko, Sergiy O.; Grygorenko, Oleksandr O.; Volochnyuk, Dmitriy M.; Shishkina, Svitlana V.; Shishkin, Oleg V.; Komarov, Igor V. Journal of Organic Chemistry, 2010 , vol. 75, # 17 p. 5941 - 5952
  • Route2
    • (1R,3r)-3-((tert-butoxycarbonyl)amino)cyclobutyl methanesulfonate|CS-0478644
      871014-17-4
    • ~%
    • In-stock
      cis-tert-Butyl 3-aminocyclobutanecarbamate|CS-0045544
      1212395-34-0

    References

    • US2013/225552 A1, ;

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   64.35
  • LogP   1.0008
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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