885270-31-5 | 1-((Benzyloxy)carbonyl)-3-((tert-butoxycarbonyl)amino)piperidine-3-carboxylic acid

Packsize	Purity	Availability	Price	Discounted Price
100mg	95%	in stock	$59.00	$41.00
250mg	95%	in stock	$117.00	$82.00
1g	95%	in stock	$294.00	$206.00
5g	97%	in stock	$1,302.00	$911.00
10g	95%	in stock	$2,314.00	$1,620.00

Description

• Catalog Number: AB95757
• Chemical Name: 1-((Benzyloxy)carbonyl)-3-((tert-butoxycarbonyl)amino)piperidine-3-carboxylic acid
• CAS Number: 885270-31-5
• Molecular Formula: C19H26N2O6
• Molecular Weight: 378.4195
• MDL Number: MFCD04114485
• SMILES: O=C(NC1(CCCN(C1)C(=O)OCc1ccccc1)C(=O)O)OC(C)(C)C

Upstream Synthesis Route

To synthesize 1-((Benzyloxy)carbonyl)-3-((tert-butoxycarbonyl)amino)piperidine-3-carboxylic acid, you would first need to obtain the core piperidine structure. This can be achieved through the cyclization of a dipeptide precursor.

Starting from piperidine-3-carboxylic acid, the carboxylic acid group can be activated and then reacted with benzyl alcohol in the presence of a coupling reagent like DCC (Dicyclohexylcarbodiimide) or EDC (1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide) to introduce the benzyloxy carbonyl group, rendering the compound benzyloxy carbonyl piperidine-3-carboxylic acid.

Subsequently, the nitrogen on the piperidine ring can be protected using tert-butyl carbamate (BOC anhydride) in the presence of a base such as triethylamine. This would introduce the tert-butoxycarboxyl group, providing the protection of the amine and yielding tert-butyl (1-benzyloxycarbonyl piperidine-3-carbonyl)piperidine-3-carboxylate as an intermediate.

Finally, the deprotection of the BOC group with an acid such as trifluoroacetic acid (TFA) or hydrochloric acid in an organic solvent will give the desired product, 1-((Benzyloxy)carbonyl)-3-((tert-butoxycarbonyl)amino)piperidine-3-carboxylic acid.

Note that throughout the synthesis, various purification steps such as chromatography and recrystallization may be required to achieve the desired purity of the intermediates and final compound. The reaction conditions (solvent, temperature, and reaction time) would need to be carefully optimized for each step.