Lot numbers can be found on the outside label of a product:
tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate
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CAS No. 877399-74-1
- Cat. No. CS-M0268
- Purity≥97%
- MDL No.MFCD11112131
*For research and further manufacturing use only, not for direct human use.
Structure of 877399-74-1
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General Information
- CAS No. 877399-74-1
- Cat. No. CS-M0268
- Purity ≥97%
- MDL No. MFCD11112131
- Storage 4°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₉H₃₂BN₃O₄
- Molecular Weight 377.29
- Synonym(s) tert-Butyl 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate
- SMILES O=C(OC(C)(C)C)N1CCC(CC1)N(N=C2)C=C2B(OC(C)3C)OC3(C)C
Description
tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate features a boronate ester group enabling robust Suzuki-Miyaura coupling under mild conditions. The pyrazole moiety integrates seamlessly into bioactive scaffolds, while the piperidine backbone provides structural versatility. This bench-stable reagent streamlines access to complex heterocyclic architectures in medicinal chemistry and materials science.
Application
tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole moiety provides a stable heterocyclic scaffold with predictable reactivity, while the piperidine amine functionality offers enhanced solubility and compatibility in medicinal chemistry synthesis. The Bpin group enables efficient coupling under mild conditions, and the tert-butyl carbamate is readily removed during standard deprotection protocols, facilitating downstream functionalization.
Synthesis
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References
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CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Xiaobo; ZHOU, Shiqing Patent: WO2014/89280 A1, 2014 ; Location in patent: Page/Page column 50 ;
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Route2
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141699-59-4 - ~28%
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In-stock
877399-74-1
References
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Blake, James F.; Boyd, Steven Armen; De Meese, Jason; Fong, Kin Chiu; Gaudino, John J.; Kaplan, Tomas; Marlow, Allison L.; Seo, Jeongbeob; Thomas, Allen A.; Tian, Hongqi; Cohen, Frederick; Young, Wendy B. Patent: US2007/238726 A1, 2007 ; Location in patent: Page/Page column 124 ; US 20070238726 A1
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Route3
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In-stock
269410-08-4 -
141699-59-4
- ~40%
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In-stock
877399-74-1
References
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OSI PHARMACEUTICALS, LLC; HOMBERGER, Keith, R.; BERGER, Dan, M.; CHEN, Xin; CREW, Andrew, P.; DONG, Hanqing; KLEINBERG, Andrew; LI, An-Hu; MA, Lifu; MULVIHILL, Mark, J.; PANICKER, Bijoy; SIU, Kam, W.; STEINIG, Arno, G.; TARRANT, James, G.; WANG, Jing; WENG, Qinghua; SANGEM, Rajaram; GUPTA, Ramesh, C. Patent: WO2011/100502 A1, 2011 ; Location in patent: Page/Page column 37 ; WO 2011/100502 A1
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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 65.82
- LogP 2.7543
- H_Acceptors 6
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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