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793418

Sigma-Aldrich

Phenyl-α-MIDA-boryl aldehyde

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C13H14BNO5
CAS Number:
Molecular Weight:
275.06
UNSPSC Code:
12352103
NACRES:
NA.22

form

solid

Quality Level

mp

144-149 °C

storage temp.

2-8°C

SMILES string

CN1CC(=O)OB(OC(=O)C1)C(C=O)c2ccccc2

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Application

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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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