844501-00-4 | N-Boc-1,2,3,6-tetrahydropyridin-4-ylboronic acid

Packsize	Purity	Availability	Price	Discounted Price
100mg	98%	in stock	$13.00	$10.00
250mg	98%	in stock	$22.00	$16.00
1g	98%	in stock	$46.00	$33.00
5g	98%	in stock	$133.00	$94.00
10g	98%	in stock	$259.00	$182.00
100g	98%	in stock	$2,468.00	$1,728.00

Description

• Catalog Number: AC23283
• Chemical Name: N-Boc-1,2,3,6-tetrahydropyridin-4-ylboronic acid
• CAS Number: 844501-00-4
• Molecular Formula: C10H18BNO4
• Molecular Weight: 227.0652
• MDL Number: MFCD09997795
• SMILES: O=C(N1CCC(=CC1)B(O)O)OC(C)(C)C

Computed Properties

• Complexity: 296
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 16
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 3

Upstream Synthesis Route

The synthesis of N-Boc-1,2,3,6-tetrahydropyridin-4-ylboronic acid typically proceeds via the following route:

1. **Boc-Protection of Amine**: Begin with 4-aminomethylpyridine as the starting material. Protect the amine group by treating it with di-tert-butyl dicarbonate (Boc2O) in the presence of a suitable base (e.g., triethylamine) to form N-Boc-4-aminomethylpyridine.

2. **Reduction to Tetrahydropyridine**: Reduce the pyridine ring by hydrogenation using a catalyst (e.g., Pd/C) and hydrogen gas to yield N-Boc-1,2,3,6-tetrahydropyridin-4-ylmethane.

3. **Installation of Boronic Acid Functionality**: Convert the methyl group to a boronic acid moiety. One common method is by reaction with bis(pinacolato)diboron using a transition metal catalyst (e.g., palladium or nickel) and a suitable ligand in the presence of a base (e.g., potassium acetate). This results in the formation of N-Boc-1,2,3,6-tetrahydropyridin-4-ylboronic acid.

Each step should include purification techniques such as column chromatography to ensure the correct product is obtained before moving to the subsequent step. The final product's purity can be verified by techniques like NMR and Mass Spectrometry.