845267-78-9 | tert-Butyl 2,4-dioxopiperidine-1-carboxylate

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$14.00	$10.00
10g	98%	in stock	$18.00	$13.00
25g	98%	in stock	$39.00	$28.00
100g	98%	in stock	$99.00	$70.00

Description

• Catalog Number: AC27290
• Chemical Name: tert-Butyl 2,4-dioxopiperidine-1-carboxylate
• CAS Number: 845267-78-9
• Molecular Formula: C10H15NO4
• Molecular Weight: 213.2304
• MDL Number: MFCD10566071
• SMILES: O=C1CCN(C(=O)C1)C(=O)OC(C)(C)C

Computed Properties

• Complexity: 303
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 15
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• XLogP3: 0.5

Upstream Synthesis Route

The synthesis of tert-Butyl 2,4-dioxopiperidine-1-carboxylate can involve several steps starting from basic organic precursors:

1. **Synthesis of Piperidinone**: Starting with 2,4-pentanedione (acetylacetone), it can be reacted with ammonium acetate under acidic conditions through a Hantzsch dihydropyridine synthesis to create 2,4-dioxopiperidine (piperidin-2,4-dione).

2. **Protection of the Keto Group**: The keto groups of the 2,4-dioxopiperidine can be protected using ethylene glycol and an acid catalyst, in a ketalization reaction forming a ketal-protected intermediate.

3. **Esterification**: The carboxyl group can be esterified using tert-butanol in the presence of a strong acid such as sulfuric acid to give the tert-butyl ester of the protected piperidinone compound.

4. **Deprotection**: The ketal protecting groups can be removed by acid hydrolysis, typically under acidic conditions, to re-form the 2,4-dioxopiperidine structure.

5. **Purification**: The resultant tert-Butyl 2,4-dioxopiperidine-1-carboxylate can be purified using techniques such as crystallization or chromatography to achieve the desired purity level.

Each step should be monitored for yield and purity, considering possible side reactions and optimizing conditions such as temperature and reaction time to ensure a successful synthetic route.