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Merck

731528

Sigma-Aldrich

trans-2-Ethoxyvinylboronic acid pinacol ester

95%

别名:

(E)-2-(2-Ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, (E)-2-Ethoxyvinylboronic acid pinacol ester

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About This Item

经验公式(希尔记法):
C10H19BO3
分子量:
198.07
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

95%

形狀

liquid

折射率

n20/D 1.447

密度

0.935 g/mL at 25 °C

官能基

ether

儲存溫度

2-8°C

SMILES 字串

CCO\C=C\B1OC(C)(C)C(C)(C)O1

InChI

1S/C10H19BO3/c1-6-12-8-7-11-13-9(2,3)10(4,5)14-11/h7-8H,6H2,1-5H3/b8-7+

InChI 密鑰

MRAYNLYCQPAZJN-BQYQJAHWSA-N

應用

trans-2-Ethoxyvinylboronic acid pinacol ester is a boronic ester commonly used in Suzuki-Miyaura cross-coupling.
This reaction is a key step to synthesize:
  • Azaindole and diazaindoles from chloroamino-N-heterocycles.
  • Doryanine and its derivatives from 2-bromobenzoic acid.

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

188.1 °F

閃點(°C)

86.7 °C


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访问文档库

Structure-and reactivity-based development of covalent inhibitors of the activating and gatekeeper mutant forms of the epidermal growth factor receptor (EGFR).
Ward, Richard A et al.
Journal of Medicinal Chemistry, 56(17), 7025-7048 (2013)
Total Synthesis of the Illicium-Derived Sesquineolignan Simonsol C.
Nugent, Jeremy et al.
Organic Letters, 18(15), 3798-3801 (2016)
Two-step synthesis of aza-and diazaindoles from chloroamino-N-heterocycles using ethoxyvinylborolane.
Whelligan, Daniel K et al.
The Journal of Organic Chemistry, 75(1), 11-15 (2009)
Efficient and rapid synthesis of N-substituted isoquinolin-1-ones under mild conditions: Facile access to doryanine derivatives
Takwale AD, et al.
Tetrahedron Letters, 60(18), 1259-1261 (2019)

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