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697443

Sigma-Aldrich

1-(Phenylsulfonyl)-2-indolylboronic acid MIDA ester

96%

Synonym(s):

1-(Phenylsulfonyl)indole-2-boronic acid, 1-(Phenylsulfonyl)indole-2-boronic acid MIDA ester, Methyliminodiacetic acid anhydride

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About This Item

Empirical Formula (Hill Notation):
C19H17BN2O6S
CAS Number:
1158984-95-2
Molecular Weight:
412.22
MDL number:
MFCD11215206
UNSPSC Code:
12352103
PubChem Substance ID:
329761920

assay

96%

form

powder

mp

159-165 °C

SMILES string

C[N]12CC(=O)O[B]1(OC(=O)C2)c3cc4ccccc4n3S(=O)(=O)c5ccccc5

InChI

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

InChI key

MESWPWMZFWLPMN-UHFFFAOYSA-N

Application

MIDA boronate for slow-release cross-coupling

MIDA boronates as stable boronic acid surrogates for classically challenging cross-couplings.

Suzuki Cross-Coupling with MIDA Boronates
Excludes solvent of crystallization. May contain up to 1.2 mole equivalence DMSO

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
07927BJ

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Pawel Strzelczyk et al.
Scientific reports, 10(1), 17516-17516 (2020-10-17)
The mechanism of catalysis by the L-glutaminase-asparaginase from Pseudomonas 7A (PGA) was investigated using structural, mass spectrometry, and kinetic data. We had previously proposed mechanism of hydrolysis of L-Asn by the type II L-asparaginase from E. coli (EcAII), but that

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