637998
Vinylboronic anhydride pyridine complex
95%
Synonym(s):
2,4,6-Trivinylcyclotriboroxane pyridine complex, Trivinyl-boroxin pyridine complex, Trivinylcyclotriboroxane pyridine complex
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C6H9B3O3 · C5H5N
CAS Number:
Molecular Weight:
240.67
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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Assay
95%
form
solid
storage temp.
−20°C
SMILES string
c1ccncc1.C=Cb2ob(C=C)ob(C=C)o2
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
InChI key
YLHJACXHRQQNQR-UHFFFAOYSA-N
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
176.0 °F - closed cup
Flash Point(C)
80 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
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.
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.
Yosuke Taniguchi et al.
Bioorganic & medicinal chemistry, 18(8), 2894-2901 (2010-03-30)
We have previously reported that the 2-amino-6-vinylpurine (AVP) nucleoside exhibits a highly efficient and selective crosslinking reaction toward cytosine and displayed an improved antisense inhibition in cultured cells. In this study, we further investigated the alkyl-connected AVP nucleoside analogs for
Kinetic resolution of phosphoryl and sulfonyl esters of 1,1'-bi-2-naphthol via Pd-catalyzed alcoholysis of their vinyl ethers
Sakuma, T.; et al.
Tetrahedron, 19, 1593-1599 (2008)
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