2621932-49-6 | 2-(8-Fluoronaphthalen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$459.00	$321.00
1g	95%	in stock	$886.00	$620.00

Description

• Catalog Number: BJ81836
• Chemical Name: 2-(8-Fluoronaphthalen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS Number: 2621932-49-6
• Molecular Formula: C16H18BFO2
• Molecular Weight: 272.1223
• MDL Number: MFCD04972371
• SMILES: Fc1cccc2c1c(ccc2)B1OC(C(O1)(C)C)(C)C

Upstream Synthesis Route

To synthesize 2-(8-Fluoronaphthalen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, a common approach would be to initially begin with 8-fluoronaphthalene as the starting material.

1. Begin with the lithiation of 8-fluoronaphthalene by treatment with n-butyllithium (n-BuLi) in a dry, aprotic solvent such as tetrahydrofuran (THF) at low temperatures to form the lithiated intermediate.

2. The addition of triisopropyl borate to the lithiated intermediate will give the 8-fluoronaphthalen-1-ylboronic ester through a boronic esterification reaction.

3. To transform this boronic ester into the required boronate, the intermediate needs to be treated with bis(pinacolato)diboron under a palladium(II) acetate catalyzed cross-coupling condition (Suzuki coupling), typically in the presence of a base like potassium acetate.

4. Isolation and purification would typically involve extraction, washing, and chromatography, yielding the target molecule, 2-(8-Fluoronaphthalen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, after removal of solvents and crystallization, if necessary.

Each step should be monitored using appropriate analytical techniques such as NMR, IR, and GC-MS to confirm the structure and purity of the intermediates and final product.