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CS-W001157 4
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tert-Butyl (6-methylpyridin-2-yl)carbamate

  • CAS No. 90101-22-7

  • Cat. No. CS-0135132
  • Purity≥98%
  • MDL No.None

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

tert-Butyl (6-methylpyridin-2-yl)carbamate|CS-0135132

Structure of 90101-22-7

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General Information

  • CAS No. 90101-22-7
  • Cat. No. CS-0135132
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆N₂O₂
  • Molecular Weight 208.26
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NC1=NC(C)=CC=C1

Description

tert-Butyl (6-methylpyridin-2-yl)carbamate features a bench-stable carbamate protecting group attached to a 6-methylpyridin-2-yl scaffold, enabling selective functionalization in synthetic sequences. This electron-rich heterocycle integrates readily into pharmaceutical intermediates and complex molecule assembly workflows under standard conditions.

Application

tert-Butyl (6-methylpyridin-2-yl)carbamate serves as a stable, bench-ready nitrogen source for the synthesis of functionalized pyridine derivatives. The carbamate group enables orthogonal protection of amines in complex molecule assembly, while the 6-methylpyridin-2-yl moiety provides a versatile scaffold for transition-metal-catalyzed coupling reactions and heterocycle construction. Its compatibility with standard deprotection conditions and tolerance to diverse reaction environments facilitate efficient access to medicinally relevant architectures.

Synthesis

  • Route1

    References

    • Miller, William H.; Alberts, Doreen P.; Bhatnagar, Pradip K.; Bondinell, William E.; Callahan, James F.; Calvo, Raul R.; Cousins, Russell D.; Erhard, Karl F.; Heerding, Dirk A.; Keenan, Richard M.; Kwon, Chet; Manley, Peter J.; Newlander, Kenneth A.; Ross, Stephen T.; Samanen, James M.; Uzinskas, Irene N.; Venslavsky, Joseph W.; Yuan, Catherine C. -K; Haltiwanger, R. Curtis; Gowen, Maxine; Hwang, Shing-Mei; James, Ian E.; Lark, Michael W.; Rieman, David J.; Stroup, George B.; Azzarano, Leonard M.; Salyers, Kevin L.; Smith, Brian R.; Ward, Keith W.; Johanson, Kyung O.; Huffman, William F. Journal of Medicinal Chemistry, 2000 , vol. 43, # 1 p. 22 - 26
  • Route2

    References

    • Bioorganic and Medicinal Chemistry, , vol. 14, # 10 p. 3563 - 3570
  • Route3

    References

    • Ji, Haitao; Li, Huiying; Martasek, Pavel; Roman, Linda J.; Poulos, Thomas L.; Silverman, Richard B. Journal of Medicinal Chemistry, 2009 , vol. 52, # 3 p. 779 - 797

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   51.22
  • LogP   2.73702
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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