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706531

Sigma-Aldrich

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

95%

Sinônimo(s):

(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
R$ 1.122,00

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1 G
R$ 1.122,00

About This Item

Fórmula empírica (Notação de Hill):
C16H28BNO4
Número CAS:
Peso molecular:
309.21
Número MDL:
Código UNSPSC:
12352103
ID de substância PubChem:
NACRES:
NA.22

R$ 1.122,00


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Nível de qualidade

Ensaio

95%

Formulário

powder

pf

100-114 °C

cadeia de caracteres SMILES

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

chave InChI

VVDCRJGWILREQH-UHFFFAOYSA-N

Descrição geral

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

Aplicação

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]

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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Anaplastic lymphoma kinase (ALK) receptor tyrosine kinase is considered an attractive therapeutic target for human cancers, especially non-small cell lung cancer (NSCLC). Our previous study revealed that 8,9-side-chains of 6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole scaffold crucially affected kinase selectivity, cellular activity, and metabolic stability.
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