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Merck
CN

793434

Sigma-Aldrich

4-Tolyl-α-MIDA-boryl aldehyde

别名:

(6-Methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)(4-methylphenyl)acetaldehyde

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关于此项目

经验公式(希尔记法):
C14H16BNO5
化学文摘社编号:
分子量:
289.09
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22
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表单

solid

mp

135-142 °C

官能团

aldehyde

储存温度

2-8°C

SMILES字符串

O=C1OB(C(C2=CC=C(C)C=C2)C([H])=O)OC(CN(C)C1)=O

InChI

1S/C14H16BNO5/c1-10-3-5-11(6-4-10)12(9-17)15-20-13(18)7-16(2)8-14(19)21-15/h3-6,9,12H,7-8H2,1-2H3

InChI key

DCVSWHVQPHHNBM-UHFFFAOYSA-N

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一般描述

4-Tolyl-α-MIDA-boryl aldehyde is a-boryl aldehyde derivative. It can be synthesized from oxiranyl MIDA boronates, via rearrangement.

应用

This boronic acid derivative is in a series of the first known stable α-boryl aldehyde species. Through the employment of the MIDA-protected boronic ester, this building block has been shown as a precursor to the synthesis of unnatural amino acids.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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Zhi He et al.
Journal of the American Chemical Society, 133(35), 13770-13773 (2011-08-04)
A new class of stable molecules, α-boryl aldehydes, has been prepared from oxiranyl N-methyliminodiacetyl boronates by a 1,2-boryl migration with concomitant epoxide scission. A range of boryl imines, alkenes, alcohols, acids, enol ethers, enamides, and other functionalized boronic acid derivatives

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The Yudin laboratory is known for the development of amphoteric molecules and their application in synthesis. The corresponding reagents possess nucleophilic and electrophilic functional groups that do not prematurely react with each other.

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