Lot numbers can be found on the outside label of a product:
tert-Butyl 4-iodopiperidine-1-carboxylate
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CAS No. 301673-14-3
- Cat. No. CS-W003177
- Purity≥97%
- MDL No.MFCD04115041
*For research and further manufacturing use only, not for direct human use.
Structure of 301673-14-3
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General Information
- CAS No. 301673-14-3
- Cat. No. CS-W003177
- Purity ≥97%
- MDL No. MFCD04115041
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₈INO₂
- Molecular Weight 311.16
- Synonym(s) None
- SMILES IC1CCN(CC1)C(=O)OC(C)(C)C
Description
tert-Butyl 4-iodopiperidine-1-carboxylate features a bench-stable, moisture-tolerant piperidine scaffold bearing a reactive iodide handle at the 4-position. This versatile intermediate enables direct coupling in cross-coupling reactions, facilitating rapid access to functionalized piperidine derivatives used in medicinal chemistry and target-oriented synthesis.
Application
tert-Butyl 4-iodopiperidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via Pd-catalyzed cross-coupling reactions. The iodide group facilitates reliable C–C and C–heteroatom bond formation under standard conditions, while the tert-butyl carbamate protects the piperidine nitrogen with excellent bench stability and ease of removal. Its compatibility with diverse reaction partners makes it a practical choice for constructing complex heterocyclic scaffolds and API intermediates.
Synthesis
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Route1
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109384-19-2 - ~91%
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In-stock
301673-14-3
References
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Barta, Thomas E.; Becker, Daniel P.; Bedell, Louis J.; Boehm, Terri L.; Brown, David L.; Carroll, Jeffery N.; Chen, Yiyuan; Fobian, Yvette M.; Freskos, John N.; Gasiecki, Alan F.; Grapperhaus, Margaret L.; Heintz, Robert M.; Hockerman, Susan L.; Kassab, Darren J.; Khanna, Ish K.; Kolodziej, Stephen A.; Massa, Mark A.; McDonald, Joseph J.; Mischke, Brent V.; Mischke, Deborah A.; Mullins, Patrick B.; Nagy, Mark A.; Norton, Monica B.; Rico, Joseph G.; Schmidt, Michelle A.; Stehle, Nathan W.; Talley, John J.; Vernier, William F.; Villamil, Clara I.; Wang, Lijuan J.; Wynn, Thomas A. Patent: US2005/9838 A1, 2005 ; Location in patent: Page 143 ; US 20050009838 A1
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Route2
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288-32-4 -
109384-19-2
- ~72%
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In-stock
301673-14-3
References
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Proskelia SAS Patent: US2008/58348 A1, 2008 ; Location in patent: Page/Page column 15 ;
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Route3
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In-stock
84358-13-4 - ~94%
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In-stock
301673-14-3
References
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TECHNION RandD FOUNDATION LTD.; NISNEVICH, Gennady; GANDELMAN, Mark; KULBITSKI, Kseniya Patent: WO2011/154953 A1, 2011 ; Location in patent: Page/Page column 28-30 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 29.54
- LogP 2.8209
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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