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733539

N-Boc-pyrrole-2-boronic acid MIDA ester

Name: <I>N</I>-Boc-pyrrole-2-boronic acid MIDA ester
Brand: ALDRICH

95%

Synonym(s):

1-(tert-Butoxycarbonyl)pyrrole-2-boronic acid MIDA ester

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₁₉BN₂O₆

CAS Number:

1158984-94-1

Molecular Weight:

322.12

NACRES:

NA.22

PubChem Substance ID:

329764826

UNSPSC Code:

12352103

MDL number:

MFCD18252677

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Properties

Quality Segment

100

assay

95%

form

solid

mp

166-171 °C

SMILES string

CN1CC(=O)OB(OC(=O)C1)c2cccn2C(=O)OC(C)(C)C

InChI

1S/C14H19BN2O6/c1-14(2,3)21-13(20)17-7-5-6-10(17)15-22-11(18)8-16(4)9-12(19)23-15/h5-7H,8-9H2,1-4H3

InChI key

HASMDYSWFBSATG-UHFFFAOYSA-N

Description

Application

N-Boc-pyrrole-2-boronic acid MIDA ester can be used:

As a starting material for the synthesis of marine natural product pentabromopseudilin.
To prepare 5,5′-(3,4-dihexylthiophene-2,5-diyl)bis(1H-pyrrole-2-carbaldehyde), a key intermediate for the synthesis of thiophene based novel macrocycles.
As a substrate in the palladium-catalyzed one-pot meta arylation of bromo substituted 2-phenylpyridine.

Suzuki Cross-Coupling with MIDA Boronates

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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