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Merck

733539

Sigma-Aldrich

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

95%

别名:

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

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About This Item

经验公式(希尔记法):
C14H19BN2O6
分子量:
322.12
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

化驗

95%

形狀

solid

mp

166-171 °C

SMILES 字串

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 密鑰

HASMDYSWFBSATG-UHFFFAOYSA-N

應用

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.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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

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