Skip to Content
Merck
CN
All Photos(1)

Documents

632732

Sigma-Aldrich

1-Boc-pyrazole-4-boronic acid pinacol ester

97%

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
1,1-dimethylethyl ester 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-Pyrazole-1-carboxylic acid, 1-tert-Butoxycarbonyl-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyrazole, 1-Boc-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole, 1-Boc-4-pyrazoleboronic acid pinacol ester, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-Boc-pyrazole, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole-1-carboxylic acid tert-butyl ester, tert-Butyl 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-pyrazolecarboxylate, [1-(tert-Butoxycarbonyl)-1H-pyrazol-4-yl]boronic acid pinacol ester
Empirical Formula (Hill Notation):
C14H23BN2O4
Molecular Weight:
294.15
MDL number:
MFCD05663873
UNSPSC Code:
12352103
PubChem Substance ID:
24882509
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

82-86 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(C)(C)OC(=O)n1cc(cn1)B2OC(C)(C)C(C)(C)O2

InChI

1S/C14H23BN2O4/c1-12(2,3)19-11(18)17-9-10(8-16-17)15-20-13(4,5)14(6,7)21-15/h8-9H,1-7H3

InChI key

IPISOFJLWYBCAV-UHFFFAOYSA-N

Related Categories

Application

Reagent used for
  • Suzuki Coupling
  • Copper-catalyzed azidation

Reagent used in Preparation of
  • Selective quinazolinyl-phenol inhibitors of CHK1 as potential antitumors and radioprotectants
  • Stereoselective synthesis of selective Cathepsin inhibitors

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

John J Caldwell et al.
Journal of medicinal chemistry, 54(2), 580-590 (2010-12-29)
Structure-based design was applied to the optimization of a series of 2-(quinazolin-2-yl)phenols to generate potent and selective ATP-competitive inhibitors of the DNA damage response signaling enzyme checkpoint kinase 2 (CHK2). Structure-activity relationships for multiple substituent positions were optimized separately and
Copper(II)-catalyzed conversion of aryl/heteroaryl boronic acids, boronates, and trifluoroborates into the corresponding azides: substrate scope and limitations
K. D. Grimes, et al.,
Synthesis, 9, 1441-1448 (2010)
Paul A Bethel et al.
Bioorganic & medicinal chemistry letters, 19(16), 4622-4625 (2009-07-21)
A number of molecular recognition features have been exploited in structure-based design of selective Cathepsin inhibitors.

Articles

Suzuki-Miyaura Cross-Coupling Reagents

Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.

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