147804-30-6 | t-Butyl 1-Oxa-6-azaspiro[2.5]octane-6-carboxylate

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$6.00	$4.00
1g	98%	in stock	$6.00	$5.00
5g	98%	in stock	$14.00	$10.00
10g	98%	in stock	$28.00	$19.00
25g	98%	in stock	$46.00	$32.00
100g	98%	in stock	$172.00	$120.00

Description

• Catalog Number: AA66183
• Chemical Name: t-Butyl 1-Oxa-6-azaspiro[2.5]octane-6-carboxylate
• CAS Number: 147804-30-6
• Molecular Formula: C11H19NO3
• Molecular Weight: 213.2735
• MDL Number: MFCD07779385
• SMILES: O=C(N1CCC2(CC1)OC2)OC(C)(C)C

Computed Properties

• Complexity: 262
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 15
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• XLogP3: 1.1

Upstream Synthesis Route

To synthesize t-Butyl 1-Oxa-6-azaspiro[2.5]octane-6-carboxylate, one would typically proceed with the following steps:

1. Preparation of the oxazolidinone ring - The synthesis begins with the cyclization of an amino alcohol with a suitable di-tert-butyl dicarbonate (Boc2O) to protect the amine and form the oxazolidinone ring. This can be accomplished by reacting the amino alcohol with Boc2O in the presence of a base such as triethylamine (TEA) in an aprotic solvent, for example, dichloromethane (DCM).

2. Formation of the spirocyclic structure - The oxazolidinone intermediate can then undergo a [3+2] cycloaddition with an appropriate dipolarophile, such as an alkenyl or alkynyl compound, to form the spirocyclic compound. The choice of dipolarophile will depend on the desired substitution at the spiro center.

3. Esterification - Finally, the carboxylate group can be introduced through an esterification step. Standard esterification conditions, utilizing the respective acid chloride or carboxylic acid in the presence of a catalytic amount of DMAP (4-Dimethylaminopyridine) and a base, can be used for this transformation. If starting from a carboxylic acid, coupling reagents such as DCC (Dicyclohexylcarbodiimide) or EDCI (1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide) can be employed to form the ester with the tert-butyl alcohol group.

Each step will require purification processes, such as column chromatography, to isolate the desired compound and remove any impurities or side products. The specific conditions (temperature, reaction time, solvent, catalyst, etc.) will be optimized based on the substrate's reactivity and the scale of the reaction.