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733539

Sigma-Aldrich

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

95%

Synonym(s):

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

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1 G
$31.45
5 G
$120.00

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

$31.45

List Price$62.90Save 50%
Web-Only Promotion

Available to ship onApril 29, 2025Details

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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.[1]
  • 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.[2]
  • As a substrate in the palladium-catalyzed one-pot meta arylation of bromo substituted 2-phenylpyridine.[3]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBP3622V
MKBP2126V
MKBL8410V
MKBL7062V
MKBK6083V

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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)
Quaterpyrroles as building blocks for the synthesis of expanded porphyrins
Anguera G, et al.
Organic Letters, 17(9), 2194-2197 (2015)
Ruthenium-Catalyzed meta-Selective C-H Bromination
Teskey CJ, et al.
Angewandte Chemie (International Edition in English), 54(40), 11677-11680 (2015)

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