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CS-W001157 4
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tert-Butyl pyridin-2-ylcarbamate

  • CAS No. 38427-94-0

  • Cat. No. CS-W015737
  • Purity≥97%
  • MDL No.MFCD03411622

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

tert-Butyl pyridin-2-ylcarbamate|CS-W015737

Structure of 38427-94-0

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General Information

  • CAS No. 38427-94-0
  • Cat. No. CS-W015737
  • Purity ≥97%
  • MDL No. MFCD03411622
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄N₂O₂
  • Molecular Weight 194.23
  • Synonym(s) T-BUTOXYCARBONYL-2-AMINO PYRIDINE
  • SMILES O=C(OC(C)(C)C)NC1=NC=CC=C1

Description

tert-Butyl pyridin-2-ylcarbamate features a pyridin-2-ylcarbamate moiety with a bulky tert-butyl protecting group, enabling stable storage and convenient deprotection under mild acidic conditions. This combination enhances handling and integration into multi-step synthesis workflows.

Application

tert-Butyl pyridin-2-ylcarbamate serves as a robust protecting group for primary amines in pyridine-based scaffolds, enabling selective functionalization at the 2-position. Its stability under diverse reaction conditions facilitates sequential transformations in medicinal chemistry workflows. The carbamate moiety readily cleaves under mild acidic conditions, allowing access to the free amine without epimerization or side reactions. This property makes it particularly valuable in the synthesis of heterocyclic intermediates and API precursors requiring orthogonal protection strategies.

Synthesis

  • Route1
    • null|null
      504-29-0
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~99%
    • In-stock
      tert-Butyl pyridin-2-ylcarbamate|CS-W015737
      38427-94-0

    References

    • Siddaiah; Basha; Padma Rao; Viplava Prasad; Suryachendra Rao Chemistry Letters, 2010 , vol. 39, # 11 p. 1127 - 1129
  • Route2
    • null|null
      96354-74-4
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~88%
    • In-stock
      tert-Butyl pyridin-2-ylcarbamate|CS-W015737
      38427-94-0

    References

    • Chandrasekhar; Babu, B. Nagendra; Reddy, Ch. Raji Tetrahedron Letters, 2003 , vol. 44, # 10 p. 2057 - 2059
  • Route3

    References

    • 3M INNOVATIVE PROPERTIES COMPANY Patent: WO2006/107851 A1, 2006 ; Location in patent: Page/Page column 58 ;

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   51.22
  • LogP   2.4286
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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