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tert-Butyl 2-ethynylpiperidine-1-carboxylate

  • CAS No. 255864-58-5

  • Cat. No. CS-0033654
  • Purity≥97%
  • MDL No.MFCD13189966

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

tert-Butyl 2-ethynylpiperidine-1-carboxylate|CS-0033654

Structure of 255864-58-5

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General Information

  • CAS No. 255864-58-5
  • Cat. No. CS-0033654
  • Purity ≥97%
  • MDL No. MFCD13189966
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₉NO₂
  • Molecular Weight 209.28
  • Synonym(s) 1-Piperidinecarboxylic acid, 2-ethynyl-, 1,1-dimethylethyl ester
  • SMILES O=C(N1C(C#C)CCCC1)OC(C)(C)C

Description

tert-Butyl 2-ethynylpiperidine-1-carboxylate features a reactive alkyne handle integrated into a piperidine scaffold, enabling efficient coupling in transition-metal-catalyzed reactions. The tert-butyl ester group provides stability and ease of removal under mild acidic conditions, while the ethynyl moiety facilitates conjugation with azides or metal complexes. This combination supports rapid access to functionalized heterocycles in medicinal chemistry and materials synthesis.

Application

tert-Butyl 2-ethynylpiperidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted piperidines via copper-catalyzed coupling reactions. The terminal alkyne functionality facilitates reliable Sonogashira and click chemistry transformations, while the tert-butyl carbamate group provides excellent bench stability and convenient deprotection under mild acidic conditions. Its compatibility with diverse functional groups makes it ideal for modular synthesis of bioactive scaffolds.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
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   29.54
  • LogP   2.4092
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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