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632732

Sigma-Aldrich

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

97%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C14H23BN2O4
Peso molecolare:
294.15
Numero MDL:
MFCD05663873
Codice UNSPSC:
12352103
ID PubChem:
24882509
NACRES:
NA.22

Livello qualitativo

100

Saggio

97%

Stato

solid

Punto di fusione

82-86 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

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
IPISOFJLWYBCAV-UHFFFAOYSA-N

Categorie correlate

Applicazioni

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
MKCK0294
MKBJ7503V
MKBG5798V
MKBD9142V
73596PJ

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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)
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
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.

Articoli

Suzuki–Miyaura Coupling Reagents

This brochure contains a comprehensive selection of boronic acids, boronic acid esters, diboron esters, and transition-metal catalysts useful for the Suzuki–Miyaura coupling reaction

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

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