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733539 Sigma-Aldrich

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

95%

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

  • CAS Number 1158984-94-1

  • Empirical Formula (Hill Notation) C14H19BN2O6

  • Molecular Weight 322.12

  •  MDL number MFCD18252677

  •  PubChem Substance ID 329764826

  •  NACRES NA.22

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Properties

Related Categories Boronic Acids and Derivatives, Chemical Synthesis, Heteroaryl MIDA Boronates, MIDA Boronates, Organometallic Reagents More...
Quality Level   100
assay   95%
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

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.

Packaging

1, 5, 25, 100 g in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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