871727-05-8 | 6-(tert-Butoxycarbonyl)-6-azaspiro[2.5]octane-1-carboxylic acid

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$9.00	$6.00
250mg	97%	in stock	$15.00	$10.00
1g	97%	in stock	$19.00	$14.00
5g	97%	in stock	$76.00	$53.00
10g	97%	in stock	$138.00	$96.00

Description

• Catalog Number: AB69696
• Chemical Name: 6-(tert-Butoxycarbonyl)-6-azaspiro[2.5]octane-1-carboxylic acid
• CAS Number: 871727-05-8
• Molecular Formula: C13H21NO4
• Molecular Weight: 255.31014
• MDL Number: MFCD11007805
• SMILES: O=C(N1CCC2(CC1)CC2C(=O)O)OC(C)(C)C

Computed Properties

• Complexity: 364
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 18
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 3
• Undefined Atom Stereocenter Count: 1
• XLogP3: 1.4

Upstream Synthesis Route

For the synthesis of 6-(tert-Butoxycarbonyl)-6-azaspiro[2.5]octane-1-carboxylic acid, the following steps may be utilized:

1. Start with the formation of the azaspiro[2.5]octane ring system. This can be achieved through a [2+2+2] cycloaddition reaction of a suitable dienophile with a bis-alkyne.

2. Once the spirocyclic structure is obtained, the next step involves functionalizing the nitrogen atom. A common method is through a N-protection strategy, such as the use of di-tert-butyl dicarbonate (Boc2O) to add the Boc-group ((tert-Butoxycarbonyl) protecting group) to the nitrogen. This step often employs a base like triethylamine (TEA) to facilitate the protection reaction.

3. Subsequently, introduce the carboxylic acid moiety at the opted position on the azaspiro[2.5]octane ring. It can be accomplished by an oxidation reaction or by a carbon-carbon bond formation step such as a Grignard reaction, followed by carboxylation.

4. The final compound may require purification through techniques such as recrystallization or column chromatography to obtain the targeted purity.

Each step should be followed by appropriate work-up procedures and characterization to confirm the structure and purity of the intermediates and final product.