914672-66-5 | 1-tert-Butoxycarbonyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyrazole

Packsize	Purity	Availability	Price	Discounted Price
250mg	96%	in stock	$48.00	$34.00
1g	96%	in stock	$86.00	$61.00
25g	96%	in stock	$1,802.00	$1,261.00

Description

• Catalog Number: AH84475
• Chemical Name: 1-tert-Butoxycarbonyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyrazole
• CAS Number: 914672-66-5
• Molecular Formula: C14H23BN2O4
• Molecular Weight: 294.15441999999996
• MDL Number: MFCD07368045
• SMILES: O=C(n1ccc(n1)B1OC(C(O1)(C)C)(C)C)OC(C)(C)C

Computed Properties

• Complexity: 404
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 21
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3

Upstream Synthesis Route

To synthesize 1-tert-Butoxycarbonyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyrazole, one can follow these steps:

1. Start with the synthesis of the pyrazole core by reacting an appropriate hydrazine with an α,β-unsaturated carbonyl compound to form the pyrazole ring structure.

2. Introduce the boronic ester group at the appropriate position on the pyrazole ring. This can be performed by a lithiation reaction using n-butyllithium followed by the addition of triisopropyl borate and then oxidation to form the dioxaborolane ring. Utilize 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) as the boronic ester.

3. Protect the amine group on the pyrazole ring with a tert-butoxycarbonyl (Boc) group. This is typically achieved through the reaction of the pyrazole compound with di-tert-butyl dicarbonate (Boc2O) in the presence of a base, such as triethylamine, forming the Boc-protected pyrazole derivative.

4. Purify the final product using appropriate chromatographic techniques, ensuring the removal of by-products and unreacted starting materials.

Throughout the synthesis, monitor the progress and purity of the reaction intermediates and final product using nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and high-performance liquid chromatography (HPLC) as needed.