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706531

Sigma-Aldrich

N-Boc-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester

95%

Sinonimo/i:

(1-tert-Butoxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl)boronic acid pinacol ester, (N-tert-Butoxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl)boronic acid pinacol ester, (N-tert-Butoxycarbonyl-1,2,5,6-tetrahydropyridin-4-yl)boronic acid pinacol ester, (N-tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester

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1 G
68,00 €

About This Item

Formula empirica (notazione di Hill):
C16H28BNO4
Numero CAS:
Peso molecolare:
309.21
Numero MDL:
Codice UNSPSC:
12352103
ID PubChem:
NACRES:
NA.22

68,00 €

Prezzo di listino136,00 €Risparmia il 50%

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Livello qualitativo

Saggio

95%

Stato

powder

Punto di fusione

100-114 °C

Stringa SMILE

CC(C)(C)OC(=O)N1CCC(=CC1)B2OC(C)(C)C(C)(C)O2

InChI

1S/C16H28BNO4/c1-14(2,3)20-13(19)18-10-8-12(9-11-18)17-21-15(4,5)16(6,7)22-17/h8H,9-11H2,1-7H3
VVDCRJGWILREQH-UHFFFAOYSA-N

Categorie correlate

Descrizione generale

Boc-THP-Bpin is frequently used in metal catalyzed cross-coupling reactions, such as Suzuki-Miyaura and Negishi couplings.[1][2]

Applicazioni

Reagent used for
  • Suzuki-Miyaura cross-coupling using palladium phosphine catalyst[1]
  • Palladium-catalyzed ligand-controlled regioselective Suzuki coupling[2]
  • Palladium-catalyzed Suzuki-Miyaura coupling[3]
  • Suzuki coupling followed by iodolactonization reaction[4]
  • Wrenchnolol derivative optimized for gene activation in cells[5]

Reagent used in Preparation of several enzymatic inhibitors and receptor ligands
  • Orally active anaplastic lymphoma kinase inhibitors[6]
  • Oxazolecarboxamides as diacylglycerol acyltransferase-1 inhibitors for treatment of obesity and diabetes[7]
  • 4-arylpiperidinyl amides and N-arylpiperidin-3-yl-cyclopropanecarboxamides as novel melatonin receptor ligands[8]
  • Quinazoline analogs as glucocerebrosidase inhibitors with chaperone activity for treatment of Gaucher disease, a lysosomal storage disorder[9]
  • Arylpiperazine and piperidine ethers as dual acting norepinephrine reuptake inhibitors and 5-HT1A partial agonists[10]

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Design and synthesis of 4-arylpiperidinyl amide and N-arylpiperidin-3-yl-cyclopropanecarboxamide derivatives as novel melatonin receptor ligands
Li, G.; et al.
Bioorganic & Medicinal Chemistry, 21, 1236-1242 (2011)
Paul M Wehn et al.
Organic letters, 11(24), 5666-5669 (2009-12-17)
A novel approach to the synthesis of substituted 5-amino- and 3-amino-1,2,4-thiadiazoles beginning from a common precursor has been achieved. Derivatization by palladium-catalyzed Suzuki-Miyaura coupling enables the rapid preparation of analogs around this pharmaceutically relevant core. FMO calculations rationalize the observed
Neil A Strotman et al.
The Journal of organic chemistry, 75(5), 1733-1739 (2010-02-10)
Various dihaloazoles can be monoarylated at a single C-X bond with high selectivity via Suzuki coupling. By changing the palladium catalyst employed, the selectivity can be switched for some dihaloazoles, allowing for Suzuki coupling at the other, traditionally less reactive
Discovery and pharmacological characterization of aryl piperazine and piperidine ethers as dual acting norepinephrine reuptake inhibitors and 5-HT1A partial agonists
Gray, D. L.; et al.
Bioorganic & Medicinal Chemistry, 19, 6604-6607 (2009)
Yimin Qian et al.
Journal of medicinal chemistry, 54(7), 2433-2446 (2011-03-19)
Diacylglycerol acyltransferase-1 (DGAT-1) is the enzyme that catalyzes the final and committed step of triglyceride formation, namely, the acylation of diacylglycerol with acyl coenzyme A. DGAT-1 deficient mice demonstrate resistance to weight gain on high fat diet, improved insulin sensitivity

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Recensioni

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