tert-Butyl 4-(prop-2-yn-1-yl)piperidine-1-carboxylate

Name: tert-Butyl 4-(prop-2-yn-1-yl)piperidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 301185-41-1
Cat. No. CS-0113095
Purity≥97%
MDL No.MFCD17676502

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl 4-(prop-2-yn-1-yl)piperidine-1-carboxylate|CS-0113095

Structure of 301185-41-1

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General Information

CAS No. 301185-41-1
Cat. No. CS-0113095
Purity ≥97%
MDL No. MFCD17676502
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₁NO₂
Molecular Weight 223.32
Synonym(s) None
SMILES O=C(OC(C)(C)C)N1CCC(CC#C)CC1

Description

tert-Butyl 4-(prop-2-yn-1-yl)piperidine-1-carboxylate features a propargyl group attached to the piperidine nitrogen, enabling facile conjugation via click chemistry. This bench-stable, moisture-tolerant building block integrates readily into bioactive scaffolds and facilitates rapid diversification in medicinal chemistry campaigns.

Application

tert-Butyl 4-(prop-2-yn-1-yl)piperidine-1-carboxylate serves as a versatile building block for the synthesis of piperidine-containing scaffolds, enabling efficient access to functionalized heterocycles via Cu-catalyzed azide-alkyne cycloaddition (CuAAC). The propargyl group provides a reliable handle for click chemistry, while the tert-butoxycarbonyl (Boc) group offers robust protection under standard conditions. Its bench-stable nature and compatibility with diverse reaction environments facilitate straightforward purification and integration into multi-step synthetic sequences.

Synthesis

Route1
- 90965-06-3
- 142374-19-4
- ~69%
- In-stock
  
  301185-41-1
References
- The University of Tokyo; Riken; NAGANO Tetsuo; OKABE Takayoshi; KOJIMA Hirotatsu; SAITO Nae; NAKANO Hirofumi; ABE Masanao; TANAKA Akiko; HONMA Teruki; YOKOYAMA Shigeyuki; TSUGANEZAWA Keiko; YUKI Hitomi Patent: EP2565192 A1, 2013 ; Location in patent: Paragraph 0546 ;
Route2
- 301185-40-0
- ~80%
- In-stock
  
  301185-41-1
References
- Merck and Co., Inc. Patent: US6265434 B1, 2001 ; US 6265434 B1
Route3
- 339525-16-5
- ~%
- In-stock
  
  301185-41-1
References
- Recordati Ireland Limited Patent: US2009/42841 A1, 2009 ; Location in patent: Page/Page column 35 ; US 20090042841 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P233-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 29.54
LogP 2.6568
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Alkyne

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

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tert-Butyl 4-(prop-2-yn-1-yl)piperidine-1-carboxylate

CAS No. 301185-41-1

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