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About This Item
Empirical Formula (Hill Notation):
C6H9B3O3 · C5H5N
CAS Number:
Molecular Weight:
240.67
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
InChI
1S/C6H9B3O3.C5H5N/c1-4-7-10-8(5-2)12-9(6-3)11-7;1-2-4-6-5-3-1/h4-6H,1-3H2;1-5H
SMILES string
c1ccncc1.C=Cb2ob(C=C)ob(C=C)o2
InChI key
YLHJACXHRQQNQR-UHFFFAOYSA-N
assay
95%
form
solid
storage temp.
−20°C
Quality Level
Related Categories
Application
Reagent used for
Reagent used for Preparation of
- Suzuki-Miyaura cross-coupling
- Stereoselective synthesis via Palladium-catalyzed carboamination
- Alkyl-connected 2-amino-6-vinylpurine (AVP) crosslinking agent to cytosine base in RNA
- Kaiser oxime resin-derived palladacycle as a recoverable polymeric precatalyst in Suzuki-Miyaura cross-coupling reactions in aqueous media
- Kinetic resolution of phosphoryl and sulfonyl esters of binaphthol derivatives via Pd-catalyzed alcoholysis of their vinyl ethers
- Stereoselective isomerization of N-allyl aziridines into Z-enamines by using rhodium hydride catalysis
- Kinetic resolution of axially chiral biaryl derivatives via palladium/chiral diamine ligand-catalyzed alcoholysis
- Transition metal-catalyzed alkenylation of aziridines, cycloaddition and thermal rearrangement reactions
- Intramolecular Heck reaction strategy for synthesis of functionalized tetrahydroanthracenes
Reagent used for Preparation of
- BACE-1 inhibitors and SAR of cyclic sulfone hydroxyethylamines
- Distorted spiropentanes
- Small molecule bradykinin B2 receptor antagonists in angioedema therapy
- Enol Ethers
- Styryl cyclobutanone
signalword
Warning
hcodes
pcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
176.0 °F - closed cup
flash_point_c
80 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Kaiser oxime resin-derived palladacycle: A recoverable polymeric precatalyst in Suzuki-Miyaura reactions in aqueous media
Alacid, E.; Najera, C.
Journal of Organometallic Chemistry, 694, 1658-1665 (2009)
Suzuki-Miyaura cross-coupling: preparation of 2'-vinylacetanilide
Cottineau, B.; Kessler, A.; O'Shea, D. F.
Organic Syntheses, 83 (2006)
Heinrich Rueeger et al.
Bioorganic & medicinal chemistry letters, 21(7), 1942-1947 (2011-03-11)
This Letter describes the de novo design of non-peptidic hydroxyethylamine (HEA) inhibitors of BACE-1 by elimination of P-gp contributing amide attachments. The predicted binding mode of the novel cyclic sulfone HEA core template was confirmed in a X-ray co-crystal structure.
Shadi Dalili et al.
Organic letters, 7(6), 1161-1164 (2005-03-12)
[reaction: see text] Straightforward methods for palladium-catalyzed alkenylation of aziridines with alkenyl halides and copper-catalyzed alkenylation of aziridines with alkenyl boronic acids have been developed. This methodology offers attractive alternatives to the known methods requiring activated alkenyl halides and acetylenes.
Kinetic resolution of axially chiral 2,2'-dihydroxy-1,1'-biaryls by palladium-catalyzed alcoholysis.
Hiroshi Aoyama et al.
Journal of the American Chemical Society, 127(30), 10474-10475 (2005-07-28)
Palladium-diamine complexes catalyzed kinetic resolution of axially chiral 2,2'-dihydroxy-1,1'-biaryls by alcoholysis of vinyl ethers. The reaction proceeded with high selectivity for various kinds of biaryls. This process is applicable to not only binaphthols but also biphenols, which have been considered
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