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tert-Butyl (1-amino-2-methylpropan-2-yl)carbamate

  • CAS No. 320581-09-7

  • Cat. No. CS-0036089
  • Purity≥95%
  • MDL No.MFCD14529625

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

tert-Butyl (1-amino-2-methylpropan-2-yl)carbamate|CS-0036089

Structure of 320581-09-7

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General Information

  • CAS No. 320581-09-7
  • Cat. No. CS-0036089
  • Purity ≥95%
  • MDL No. MFCD14529625
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₂₀N₂O₂
  • Molecular Weight 188.27
  • Synonym(s) N-(1-amino-2-methylpropan-2-yl)carbamic acid tert-butyl ester
  • SMILES O=C(OC(C)(C)C)NC(C)(C)CN

Description

tert-Butyl (1-amino-2-methylpropan-2-yl)carbamate is a bench-stable, moisture-tolerant protecting group for primary amines, featuring a sterically hindered tert-butyl carbamate moiety. This derivative enables selective amine protection in complex molecular architectures, simplifying purification and enhancing compatibility with diverse reaction conditions.

Application

tert-Butyl (1-amino-2-methylpropan-2-yl)carbamate serves as a stable, bench-ready amino protecting group for primary amines, enabling selective N-alkylation and amide bond formation under mild conditions. Its tert-butyl carbamate moiety offers excellent stability during standard synthetic manipulations and can be readily removed with trifluoroacetic acid or other protic acids, facilitating downstream functionalization in peptide and medicinal chemistry workflows.

Synthesis

  • Route1
    • Benzyl tert-Butyl (2-methylpropane-1,2-diyl)dicarbamate|CS-1644448
      169954-67-0
    • ~%
    • In-stock
      tert-Butyl (1-amino-2-methylpropan-2-yl)carbamate|CS-0036089
      320581-09-7

    References

    • Fremaux, Juliette; Dolain, Christel; Kauffmann, Brice; Clayden, Jonathan; Guichard, Gilles Chemical Communications, 2013 , vol. 49, # 67 p. 7415 - 7417
  • Route2

    References

    • Fremaux, Juliette; Dolain, Christel; Kauffmann, Brice; Clayden, Jonathan; Guichard, Gilles Chemical Communications, 2013 , vol. 49, # 67 p. 7415 - 7417
  • Route3

    References

    • Hunt, Thomas; Atherton-Watson, Hazel C.; Collingwood, Stephen P.; Coote, Kevin J.; Czarnecki, Sarah; Danahay, Henry; Howsham, Catherine; Hunt, Peter; Paisley, Derek; Young, Alice Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 8 p. 2877 - 2879

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

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Computational Chemistry Data

  • TPSA   64.35
  • LogP   1.2484
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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