Complejo de piridina de anhídrido vinilborónico, 95 %, Thermo Scientific Chemicals

Name: Complejo de piridina de anhídrido vinilborónico, 95 %, Thermo Scientific Chemicals
SKU: H28703.06

CAS: 95010-17-6 | C11H14B3NO3 | 240.667 g/mol

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1 g

5 g

Número de catálogo H28703.06

también denominado H28703-06

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5 g

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Identificadores químicos

CAS95010-17-6

IUPAC Namepyridine; triethenyl-1,3,5,2,4,6-trioxatriborinane

Molecular FormulaC11H14B3NO3

InChI KeyYLHJACXHRQQNQR-UHFFFAOYSA-N

SMILESC1=CC=NC=C1.C=CB1OB(OB(O1)C=C)C=C

Especificaciones Specification Sheet

Hoja de especificaciones

Assay by NMR>94.0%

Appearance (Color)White to cream or pale yellow

Proton NMRConforms to structure

FormCrystalline powder

Reagent used for Suzuki-Miyaura cross-coupling, stereoselective synthesis via Palladium-catalyzed carboamination, Alkyl-connected 2-amino-6-vinylpurine (AVP) cross linking 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 and Kinetic resolution of phosphoryl and sulfonyl esters of binaphthol derivatives via Pd-catalyzed alcoholysis of their vinyl ethers.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Aplicaciones
Reactivo utilizado para el acoplamiento cruzado de Suzuki-Miyaura, la síntesis estereoselectiva mediante carboaminación catalizada con paladio, el agente de entrecruzamiento 2-amino-6-vinilpurina (AVP) conectado a la base de citosina en ARN, el paladaciclo derivado de resina de oxima de Kaiser como precatalizador polimérico recuperable en reacciones de acoplamiento cruzado de Suzuki-Miyaura en medios acuosos y la resolución cinética de ésteres de fosforilo y sulfonilo de derivados de binaftolmediante alcohólisis catalizada por PD de sus éteres vinílicos.

Solubilidad
Soluble en metanol.

Notas
Sensible a la humedad, almacenar alejado del agua/humedad. Almacenar en un lugar fresco. Mantener el recipiente bien cerrado en un lugar seco y bien ventilado. Almacenar en gas inerte seco.

RUO – Research Use Only

General References:

Kuan-Jen Su; Jean-Luc Mieusset; Vladimir B Arion; Wolfgang Knoll; Lothar Brecker; Udo H Brinker. Efforts toward distorted spiropentanes. Journal of Organic Chemistry. 2010, 75(21), 7494-7497.
Amanda F Ward; and John P Wolfe. Stereoselective synthesis of substituted 1,3-oxazolidines via Pd-catalyzed carboamination reactions of O-vinyl-1,2-amino alcohols.Organic Letters. 2011, 13(17), 4728-4731.
Stable equivalent of the readily-polymerizable vinylboronic acid, first reported by Matteson: J. Org. Chem., 27, 3712 (1962), and more recently adopted by O'shea as a vinylboron unit for Suzuki cross-coupling reactions with aryl halides to give substituted styrenes: J. Org. Chem., 67, 4968 (2002). The reaction has been applied to the formation of ortho-Boc-amino styrenes, further reaction of which has been developed as a route to diversely functionalized indoles: J. Am. Chem. Soc., 125, 4054 (2003). Copper(II) acetate mediated coupling with phenols affords an efficient synthesis of aryl vinyl ethers: J. Org. Chem., 69, 5087 (2004).