2621932-37-2 | 1,3,2-Dioxaborolane, 2-[7-fluoro-3-(methoxymethoxy)-8-[2-[tris(1-methylethyl)silyl]ethynyl]-1-naphthalenyl]-4,4,5,5-tetramethyl-

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$8.00	$5.00
250mg	97%	in stock	$13.00	$10.00
1g	97%	in stock	$39.00	$27.00
5g	97%	in stock	$145.00	$102.00
10g	97%	in stock	$283.00	$199.00
25g	97%	in stock	$541.00	$379.00

Description

• Catalog Number: BA34243
• Chemical Name: 1,3,2-Dioxaborolane, 2-[7-fluoro-3-(methoxymethoxy)-8-[2-[tris(1-methylethyl)silyl]ethynyl]-1-naphthalenyl]-4,4,5,5-tetramethyl-
• CAS Number: 2621932-37-2
• Molecular Formula: C29H42BFO4Si
• Molecular Weight: 512.5363
• MDL Number: MFCD34566906
• SMILES: COCOc1cc(B2OC(C(O2)(C)C)(C)C)c2c(c1)ccc(c2C#C[Si](C(C)C)(C(C)C)C(C)C)F

Upstream Synthesis Route

To synthesize 1,3,2-Dioxaborolane, 2-[7-fluoro-3-(methoxymethoxy)-8-[2-[tris(1-methylethyl)silyl]ethynyl]-1-naphthalenyl]-4,4,5,5-tetramethyl-, the following upstream synthetic route can be considered:

1. Start with the preparation of the 7-fluoro-3-(methoxymethoxy)-8-hydroxy-1-naphthaldehyde through a selective halogenation and methoxymethylation of the corresponding naphthalene derivative using suitable protecting groups for the hydroxy function during halogenation.

2. Convert the aldehyde group into the terminal alkyne using a Corey-Fuchs reaction or a Bestmann-Ohira reagent, yielding 7-fluoro-3-(methoxymethoxy)-8-ethynyl-1-naphthalene.

3. The terminal alkyne then undergoes a regioselective silylation to introduce the tris(1-methylethyl)silyl group, utilizing a suitable silylating agent such as tris(1-methylethyl)silyl chloride and a base like imidazole.

4. The resulting silylated alkyne is then subjected to a hydroboration with a borane reagent such as catecholborane, followed by treatment with bis(pinacolato)diboron and a catalyst, typically a palladium complex, under Suzuki conditions to introduce the 1,3,2-dioxaborolane ring and complete the synthesis of the target molecule.

Each step must be meticulously controlled for temperature, solvent, and reaction duration to optimize yields and ensure purity of the final product. Purification steps involving chromatography and recrystallization may be necessary to achieve the desired product quality.