1279123-50-0 | Potassium tetrahydro-2H-pyran-4-trifluoroborate

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$55.00	$39.00
1g	95%	in stock	$115.00	$81.00
5g	95%	in stock	$350.00	$245.00

Description

• Catalog Number: AE39548
• Chemical Name: Potassium tetrahydro-2H-pyran-4-trifluoroborate
• CAS Number: 1279123-50-0
• Molecular Formula: C5H9BF3KO
• Molecular Weight: 192.0289
• MDL Number: MFCD09992941
• SMILES: F[B-](C1CCOCC1)(F)F.[K+]

Computed Properties

• Complexity: 113
• Covalently-Bonded Unit Count: 2
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 5

Upstream Synthesis Route

The upstream synthesis route of Potassium tetrahydro-2H-pyran-4-trifluoroborate involves the following steps:

1. **Preparation of 4-Hydroxytetrahydropyran (4-THP):** This is typically achieved by the acid-catalyzed cyclization of 1,4-butanediol under dehydration conditions. Various acids can be used as catalysts such as p-toluenesulfonic acid (p-TsOH) or sulfuric acid. The reaction is generally performed under reflux conditions.

2. **Conversion to tetrahydro-2H-pyran-4-ol Boronate Ester:** The alcohol group of 4-THP is then reacted with a boronating agent. Commonly, triisopropyl borate (TiPB) can be used under a trans-esterification setup to yield the tetrahydro-2H-pyran-4-ol boronate ester. This step typically requires a catalyst like a palladium on carbon (Pd/C) and may involve an intermediate boronic acid or boronic ester formation.

3. **Trifluoroboration:** To introduce the trifluoroborate group, the obtained boronate ester is then reacted with a suitable source of trifluoroborate anion such as sodium trifluoroborate (NaBF4) in a solvent like tetrahydrofuran (THF). The resultant product is tetrahydro-2H-pyran-4-trifluoroborate ester.

4. **Hydrolysis to Tetrahydro-2H-pyran-4-trifluoroborate and Potassium Salt Formation:** The ester is then hydrolyzed, typically under acidic or basic aqueous conditions, to yield the corresponding tetrahydro-2H-pyran-4-trifluoroborate. Finally, the exchange of counterions is carried out with a potassium source, such as potassium carbonate (K2CO3), to obtain the desired product, Potassium tetrahydro-2H-pyran-4-trifluoroborate.

Each step of this synthesis would need to be optimized for yield, purity, and scalability, depending on the specific requirements of the downstream application. Analytical techniques such as NMR, HPLC, and mass spectrometry would be employed at each stage to confirm the structure and purity of intermediates and final product.