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718823

Sigma-Aldrich

1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester

97%

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Empirical Formula (Hill Notation):
C14H23BN2O3
CAS Number:
903550-26-5
Molecular Weight:
278.16
MDL number:
MFCD09037501
UNSPSC Code:
12352103
PubChem Substance ID:
329763610
NACRES:
NA.22

Assay

97%

form

solid

mp

74-78 °C

storage temp.

2-8°C

SMILES string

CC1(C)OB(OC1(C)C)c2ccnn2C3CCCCO3

InChI

1S/C14H23BN2O3/c1-13(2)14(3,4)20-15(19-13)11-8-9-16-17(11)12-7-5-6-10-18-12/h8-9,12H,5-7,10H2,1-4H3

InChI key

ZZRFDLHBMBHJTI-UHFFFAOYSA-N

Application

1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester can be used as a reactant:
  • In Suzuki coupling reaction for the preparation of heteroaryl scaffolds via formation of C-C bond.
  • To synthesize darolutamide derivatives as potential androgen receptor inhibitors.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Discovery and biological evaluation of darolutamide derivatives as inhibitors and down-regulators of wild-type AR and the mutants
Y Jiang, et al.
European Journal of Medicinal Chemistry, 182, 111608-111608 (2019)

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