3-Oxo-1-oxa-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester

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Cat Number

INT954236443

CAS Number

954236-44-3

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Product Detail Description Customer Q&A

CAS Number

954236-44-3

Storage

2-8℃

Synonyms

1-Oxa-8-azaspiro[4.5]decane-8-carboxylic acid, 3-oxo-, 1,1-diMethylethyl ester;3-(tert-butoxycarbonyl)-3-aza-7-oxa-spiro[5.4]decan-9-one

Molecular Formula

C13H21NO4

Molecular Weight

255.31

Smiles

O1C2(CCN(C(OC(C)(C)C)=O)CC2)CC(=O)C1

Appearance

Off-white powder

Melting Point

65-66℃

Boiling Point

375.5℃

Relative Density

1.16

General Description

3-Oxo-1-oxa-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester is a spiro-fused bicyclic intermediate featuring an oxetane ring spiro-connected to a piperidine ring (oxa-8-azaspiro[4.5]decane), with a carbonyl (ketone) at the C-3 position of the oxetane ring and a N-Boc-protected carboxylic acid at the N-8 position of the azaspiro[4.5]decane. This complex spirocyclic scaffold provides significant three-dimensionality and multiple sites for further functionalization.

Mechanism of Action

3-Oxo-1-oxa-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester functions as a highly decorated spirocyclic building block in drug synthesis and peptidomimetic drug design. The spiro-oxetane-piperidine core introduces conformational rigidity and three-dimensional character that is increasingly valued in lead optimization for improving selectivity over flat, high lipophilicity molecules. The C-3 ketone can undergo reduction to a secondary alcohol or Wittig/Grignard reactions. The N-Boc group is removed under acidic conditions.

Application

3-Oxo-1-oxa-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester is used as an advanced intermediate in drug synthesis (serving as the linker or POI ligand attachment point), in spirocyclic kinase inhibitor programs, and in the synthesis of GPCR-targeted agents. The spiro-oxetane-azaspiro[4.5]decane scaffold is found in clinical candidates for the treatment of psychiatric disorders, cancer, and metabolic diseases.

What is the recommended storage condition for 3-Oxo-1-oxa-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester?

It should be stored at 2-8°C in a well-sealed container, protected from moisture and direct light, to maintain its chemical integrity throughout the shelf life.

What documentation is provided with each batch of 3-Oxo-1-oxa-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester?

Each batch is accompanied by a Certificate of Analysis (COA) covering identity, potency, and relevant purity tests. Safety Data Sheets (SDS) are available upon request.

What functional groups in 3-Oxo-1-oxa-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester are available for further chemical modification?

The specific reactive handles present in this intermediate can be confirmed by reviewing the technical data sheet. Our team can provide structural and reactivity information relevant to your synthetic route.

Is 3-Oxo-1-oxa-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester compatible with common organic solvents used in pharmaceutical synthesis?

Solubility and compatibility information is available in the technical data sheet. For specific solvent compatibility questions, please contact our technical team.

Is 3-Oxo-1-oxa-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester manufactured under GMP conditions?

It is produced in facilities operating under applicable GMP or equivalent quality standards, ensuring consistent product quality and compliance with pharmaceutical industry requirements.