178424-17-4 | 1H-Pyrazole-1,4-dicarboxylic acid, 2,3-dihydro-3-oxo-, 1-(1,1-dimethylethyl) 4-ethyl ester

Packsize	Purity	Availability	Price	Discounted Price
5g	98%	in stock	$11.00	$8.00
25g	98%	in stock	$21.00	$15.00
100g	98%	in stock	$51.00	$36.00

Description

• Catalog Number: AB00904
• Chemical Name: 1H-Pyrazole-1,4-dicarboxylic acid, 2,3-dihydro-3-oxo-, 1-(1,1-dimethylethyl) 4-ethyl ester
• CAS Number: 178424-17-4
• Molecular Formula: C11H16N2O5
• Molecular Weight: 256.2551
• MDL Number: MFCD13689095
• SMILES: CCOC(=O)c1cn([nH]c1=O)C(=O)OC(C)(C)C

Upstream Synthesis Route

To synthesize 1H-Pyrazole-1,4-dicarboxylic acid, 2,3-dihydro-3-oxo-, 1-(1,1-dimethylethyl) 4-ethyl ester, one would start from the precursor diketone, such as 1,4-dicarbonyl compound, and react it with hydrazine to generate the pyrazole ring via a condensation reaction.

1. Synthesize the 1,4-dicarbonyl compound precursor by a Claisen condensation of an appropriate ester with an ester or a ketone bearing the needed side chains.
2. React the resulting 1,4-dicarbonyl compound with hydrazine to afford the pyrazole ring through a cyclization reaction.
3. Perform esterification of the carboxylic acid groups at the 1 and 4 positions with ethanol and tert-butanol in the presence of a catalyst such as sulfuric acid or p-toluenesulfonic acid to obtain the ethyl and tert-butyl ester moieties.
4. Introduce the ketone functionality at the 3 position by an oxidation reaction, often employing mild oxidizing agents such as PCC (pyridinium chlorochromate) or NBS (N-bromosuccinimide) in an appropriate solvent.

It should be noted that protecting groups may be required during the synthesis to prevent undesired reactions, and each step must be followed by thorough purification processes such as recrystallization or column chromatography to ensure the correct structure and high purity of the intermediates and the final product.