Skip to Content
MilliporeSigma
All Photos(3)

Documents

733539

Sigma-Aldrich

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

95%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C14H19BN2O6
CAS Number:
1158984-94-1
Molecular Weight:
322.12
MDL number:
MFCD18252677
UNSPSC Code:
12352103
PubChem Substance ID:
329764826
NACRES:
NA.22

Quality Level

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

Related Categories

Application

Suzuki Cross-Coupling with MIDA Boronates
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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Two-step total synthesis of an anti-MRSA and myosin-inhibiting marine natural product pentabromopseudilin via Suzuki-Miyaura coupling of a MIDA boronate ester
Kum D, et al.
Tetrahedron Letters, 58(34), 3374-3376 (2017)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service