1558780-78-1 | 1-Piperidinecarboxylic acid, 3-bromo-2,6-dioxo-, 1,1-dimethylethyl ester

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$58.00	$41.00
250mg	97%	in stock	$101.00	$71.00
1g	97%	in stock	$270.00	$189.00
5g	97%	in stock	$708.00	$495.00

Description

• Catalog Number: BA27805
• Chemical Name: 1-Piperidinecarboxylic acid, 3-bromo-2,6-dioxo-, 1,1-dimethylethyl ester
• CAS Number: 1558780-78-1
• Molecular Formula: C10H14BrNO4
• Molecular Weight: 292.1265
• MDL Number: MFCD34603346
• SMILES: BrC1CCC(=O)N(C1=O)C(=O)OC(C)(C)C

Upstream Synthesis Route

The synthesis of 1-Piperidinecarboxylic acid, 3-bromo-2,6-dioxo-, 1,1-dimethylethyl ester (also known as tert-butyl 3-bromo-2,6-dioxopiperidine-1-carboxylate) can be approached by the following synthetic route:

1. **Starting from Pyridine**: The synthesis begins with the conversion of pyridine to the corresponding piperidone. This involves a hydrogenation step to reduce the pyridine ring to piperidine, followed by oxidation to introduce the 2,6-dione functionality.

2. **Formation of Piperidine-2,6-dione**: The piperidine is then reacted with an oxidizing agent such as potassium permanganate or chromium trioxide to form piperidine-2,6-dione.

3. **Bromination**: The resulting piperidine-2,6-dione is then subjected to halogenation under acidic conditions, typically using a reagent like bromine in an acetic acid solvent to introduce the bromo group at the 3-position.

4. **Protection of Carboxylic Acid**: The carboxylic acid group of the 3-bromo-piperidine-2,6-dione is then protected by esterification with tert-butanol under acid catalysis, to form the tert-butyl ester derivative.

5. **Purification**: The final product may need to be purified, typically by recrystallization or chromatography, to obtain the pure ester compound.

Each step must involve monitoring the reaction progress, optimizing yields, and ensuring the purity of intermediates through techniques such as High-Performance Liquid Chromatography (HPLC) or Gas Chromatography (GC), followed by characterization using Nuclear Magnetic Resonance (NMR) spectroscopy or Mass Spectrometry (MS) before proceeding to the next step.