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Fórmula empírica (notación de Hill):
C16H28BNO4
Número CAS:
Peso molecular:
309.21
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Servicio técnico
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Permítanos ayudarleQuality Segment
assay
95%
form
powder
mp
100-114 °C
SMILES string
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
InChI key
VVDCRJGWILREQH-UHFFFAOYSA-N
General description
Boc-THP-Bpin is frequently used in metal catalyzed cross-coupling reactions, such as Suzuki-Miyaura and Negishi couplings.
Application
Reagent used for
Reagent used in Preparation of several enzymatic inhibitors and receptor ligands
- Suzuki-Miyaura cross-coupling using palladium phosphine catalyst
- Palladium-catalyzed ligand-controlled regioselective Suzuki coupling
- Palladium-catalyzed Suzuki-Miyaura coupling
- Suzuki coupling followed by iodolactonization reaction
- Wrenchnolol derivative optimized for gene activation in cells
Reagent used in Preparation of several enzymatic inhibitors and receptor ligands
- Orally active anaplastic lymphoma kinase inhibitors
- Oxazolecarboxamides as diacylglycerol acyltransferase-1 inhibitors for treatment of obesity and diabetes
- 4-arylpiperidinyl amides and N-arylpiperidin-3-yl-cyclopropanecarboxamides as novel melatonin receptor ligands
- Quinazoline analogs as glucocerebrosidase inhibitors with chaperone activity for treatment of Gaucher disease, a lysosomal storage disorder
- Arylpiperazine and piperidine ethers as dual acting norepinephrine reuptake inhibitors and 5-HT1A partial agonists
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
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)
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
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