tert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate

• ChemBase ID: 67756
• Molecular Formular: C14H23BN2O4
• Molecular Mass: 294.15442
• Monoisotopic Mass: 294.17508763
• SMILES: n1(ncc(c1)B1OC(C(O1)(C)C)(C)C)C(=O)OC(C)(C)C
• Canonical SMILES: O=C(n1ncc(c1)B1OC(C(O1)(C)C)(C)C)OC(C)(C)C
• InChI: 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
• InChIKey: IPISOFJLWYBCAV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate
• IUPAC Traditional name: tert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole-1-carboxylate
• Synonyms: 1-Boc-4-Pyrazoleboronic acid pinacol ester; 1-tert-Butoxycarbonyl-1H-pyrazole-4-boronic acid, pinacol ester; 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; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole-1-carboxylic acid tert-butyl ester; [1-(tert-Butoxycarbonyl)-1H-pyrazol-4-yl]boronic acid pinacol ester; 1-Boc-4-pyrazoleboronic acid pinacol ester; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-Boc-pyrazole; tert-Butyl 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-pyrazolecarboxylate; 1-Boc-pyrazole-4-boronic acid pinacol ester; 1-(tert-Butoxycarbonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole; 1H-Pyrazole-4-boronic acid, pinacol ester, N1-BOC protected; 1-BOC-PYRAZOLE-4-BORONIC ACID PINACOL ESTER; 1-叔丁氧羰基-吡唑-4-硼酸频哪醇酯; 4-(4,4,5,5-四甲基-1,3,2-二氧杂环硼戊烷-2-基)-1-Boc-吡唑; 4-(4,4,5,5-四甲基-1,3,2-二氧杂环硼戊烷-2-基)-1-吡唑羧酸叔丁酯; 1-Boc-吡唑-4-硼酸频哪醇酯

Database IDs

• CAS Number: 552846-17-0
• MDL Number: MFCD05663873
• PubChem SID: 24882509; 162033491
• PubChem CID: 16217654

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.2124
• LogD (pH = 7.4): 3.2124
• Log P: 3.2124
• Molar Refractivity: 74.1 cm^3
• Polarizability: 30.796682 Å^3
• Polar Surface Area: 62.58 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 82-86 °C(lit.)

Safety Information

• Storage Warning: Harmful/Irritant; IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C14H23BN2O4

DETAILS

Sigma Aldrich - 632732

Packaging
1, 5 g in glass bottle
Application
Reagent used for
• Suzuki Coupling1
• Copper-catalyzed azidation2 Reagent used in Preparation of
• Selective quinazolinyl-phenol inhibitors of CHK1 as potential antitumors and radioprotectants3
• Stereoselective synthesis of selective Cathepsin inhibitors1