1-Boc-4-ethynylpiperidine

Name: 1-Boc-4-ethynylpiperidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 287192-97-6
Cat. No. CS-W009045
Purity≥97%
MDL No.MFCD09038026

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 287192-97-6

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General Information

CAS No. 287192-97-6
Cat. No. CS-W009045
Purity ≥97%
MDL No. MFCD09038026
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉NO₂
Molecular Weight 209.28
Synonym(s) Tert-butyl 4-ethynylpiperidine-1-carboxylate
SMILES O=C(N1CCC(C#C)CC1)OC(C)(C)C

Description

1-Boc-4-ethynylpiperidine features a terminal alkyne group appended to a piperidine ring, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and diversity-oriented synthesis. The Boc protecting group ensures stability and ease of handling under standard conditions. This reagent integrates readily into complex molecular architectures with minimal side reactivity.

Application

1-Boc-4-ethynylpiperidine serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The terminal alkyne functionality enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC), facilitating rapid access to triazole-linked scaffolds. The Boc group provides excellent stability under basic conditions and can be readily removed during late-stage functionalization. This compound offers high bench stability, ease of purification, and compatibility with diverse reaction conditions, making it ideal for modular medicinal chemistry campaigns and target-oriented synthesis.

Synthesis

Route1
- 90965-06-3
- In-stock
  
  137076-22-3
- ~96%
- In-stock
  
  287192-97-6
References
- Braisted, Andrew C.; Oslob, Johan D.; Delano, Warren L.; Hyde, Jennifer; McDowell, Robert S.; Waal, Nathan; Yu, Chul; Arkin, Michelle R.; Raimundo, Brian C. Journal of the American Chemical Society, 2003 , vol. 125, # 13 p. 3714 - 3715
Route2
- 96854-79-4
- In-stock
  
  137076-22-3
- ~%
- In-stock
  
  287192-97-6
References
- Flipo, Marion; Desroses, Matthieu; Lecat-Guillet, Nathalie; Villemagne, Baptiste; Blondiaux, Nicolas; Leroux, Florence; Piveteau, Catherine; Mathys, Vanessa; Flament, Marie-Pierre; Siepmann, Juergen; Villeret, Vincent; Wohlkoenig, Alexandre; Wintjens, Rene; Soror, Sameh H.; Christophe, Thierry; Jeon, Hee Kyoung; Locht, Camille; Brodin, Priscille; Deprez, Benoit; Baulard, Alain R.; Willand, Nicolas Journal of Medicinal Chemistry, 2012 , vol. 55, # 1 p. 68 - 83

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 29.54
LogP 2.2667
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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1-Boc-4-ethynylpiperidine

CAS No. 287192-97-6

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