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Merck

642622

Sigma-Aldrich

3-吡啶硼酸新戊二醇酯

97%

别名:

5,5-Dimethyl-2-(3-pyridyl)-1,3,2-dioxaborinane, 吡啶-3-硼酸新戊二醇酯

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5 G
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5 G
$222.00

About This Item

经验公式(希尔记法):
C10H14BNO2
分子量:
191.03
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

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质量水平

方案

97%

表单

solid

mp

92-96 °C (lit.)

SMILES字符串

CC1(C)COB(OC1)c2cccnc2

InChI

1S/C10H14BNO2/c1-10(2)7-13-11(14-8-10)9-4-3-5-12-6-9/h3-6H,7-8H2,1-2H3

InChI key

QMEKTOQBDDVVBE-UHFFFAOYSA-N

应用

3-Pyridineboronic acid neopentylglycol ester can be used as a reactant:
  • To synthesize N-alkyl-3-boronopyridinium salts by reacting with corresponding alkyl halides.[1]
  • In the ruthenium-catalyzed diastereoselective C-H bond α-arylation of cyclic amines.[2]
  • To prepare 2-(3-pyridyl)benzoxazole by reacting with benzoxazole via copper-catalyzed oxidative arylation reaction.[3]
  • In the Suzuki-Miyaura cross-coupling reaction.[4]

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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sp3 C- H bond arylation directed by amidine protecting group: α-arylation of pyrrolidines and piperidines
Pastine SJ, et al.
Journal of the American Chemical Society, 128(44), 14220-14221 (2006)
Preparation of a series of N-alkyl-3-boronopyridinium halides and study of their stability in the presence of hydrogen peroxide
Karpichev Y, et al.
Central European Journal of Chemistry, 10(4), 1059-1065 (2012)
Nickel/N-Heterocyclic carbene-catalyzed Suzuki-Miyaura type cross-coupling of aryl carbamates
Ohtsuki A, et al.
The Journal of Organic Chemistry, 81(19), 9409-9414 (2016)
Copper-Catalyzed Oxidative Arylation of Heteroarenes under Mild Conditions Using Dioxygen as the Sole Oxidant
Yang F, et al.
Chemistry?A European Journal , 17(23), 6321-6325 (2011)

商品

Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.

相关内容

This brochure contains a comprehensive selection of boronic acids, boronic acid esters, diboron esters, and transition-metal catalysts useful for the Suzuki–Miyaura coupling reaction

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