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717193

Sigma-Aldrich

1-(p-Toluenesulfonyl)pyrrole-2-boronic acid MIDA ester

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About This Item

Empirical Formula (Hill Notation):
C16H17BN2O6S
CAS Number:
Molecular Weight:
376.19
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:

form

solid

mp

216-220 °C

SMILES string

CN1CC(=O)OB(OC(=O)C1)c2cccn2S(=O)(=O)c3ccc(C)cc3

InChI

1S/C16H17BN2O6S/c1-12-5-7-13(8-6-12)26(22,23)19-9-3-4-14(19)17-24-15(20)10-18(2)11-16(21)25-17/h3-9H,10-11H2,1-2H3

InChI key

HLSJWIMKWDEIJR-UHFFFAOYSA-N

General description

Excludes solvent of crystallization. May contain up to 10 wt. % acetone.

Application

MIDA boronate involved in regioselective cross-coupling for synthesis of highly substituted biaryl scaffolds

Reactant for:
Synthesis of atropisomerically defined, highly substituted biaryl scaffolds through catalytic enantioselective bromination and regioselective cross-coupling

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

Suzuki Cross-Coupling with MIDA Boronates

Storage Class Code

13 - Non Combustible Solids

WGK

nwg

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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