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732419

Sigma-Aldrich

1-(Phenylsulfonyl)-3-indolylboronic acid MIDA ester

Synonym(s):

1-(Phenylsulfonyl)indole-3-boronic acid, 1-(Phenylsulfonyl)indole-3-boronic acid MIDA ester, Methyliminodiacetic acid anhydride

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About This Item

Empirical Formula (Hill Notation):
C19H17BN2O6S
Molecular Weight:
412.22
MDL number:
MFCD22374172
UNSPSC Code:
12352103
PubChem Substance ID:
329764727

form

solid

mp

252-257 °C

SMILES string

O=C(CN(C)C1)OB(C2=CN(S(C3=CC=CC=C3)(=O)=O)C4=C2C=CC=C4)OC1=O

InChI

1S/C19H17BN2O6S/c1-21-12-18(23)27-20(28-19(24)13-21)16-11-22(17-10-6-5-9-15(16)17)29(25,26)14-7-3-2-4-8-14/h2-11H,12-13H2,1H3

InChI key

REUFZLUZOIJDBP-UHFFFAOYSA-N

Legal Information

May be covered by one or more of US 2009/0030238 and WO 09/14550.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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David M Knapp et al.
Journal of the American Chemical Society, 131(20), 6961-6963 (2009-05-02)
Many boronic acids, including 2-heterocyclic, vinyl, and cyclopropyl derivatives, are inherently unstable, which can limit their benchtop storage and/or efficient cross-coupling. We herein report the first general solution to this problem: in situ slow release of unstable boronic acids from

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