191805-29-5

Basic information

• Product Name: tert-butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate
• Synonyms: tert-butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate;8-Boc-1-oxo-8-aza-spiro[4.5]decane;1,1-diMethylethyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate;8-Azaspiro[4.5]decane-8-carboxylic acid, 1-oxo-, 1,1-dimethylethyl ester;2-Cyano-1-oxo-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester;EOS-61415;8-Boc-1-oxo-8-aza-spiro[4.5]decane - X10537
• CAS NO: 191805-29-5
• Molecular Formula: C₁₄H₂₃NO₃
• Molecular Weight: 253.33732
• EINECS: -0
• Mol File: 191805-29-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 365.0±35.0 °C(Predicted)
• Appearance: /
• Density: 1.10±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -0.82±0.20(Predicted)
• CAS DataBase Reference: tert-butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate(191805-29-5)
• EPA Substance Registry System: tert-butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate(191805-29-5)

Safety Data

• Hazardous Substances Data: 191805-29-5(Hazardous Substances Data)

Usage

General Description

Tert-butyl 1-oxo-8-azaspiro[4.5]decane-8-carboxylate is a chemical compound with the molecular formula C13H23NO3. It is a derivative of azaspiro compounds, which are commonly used in medicinal chemistry for their potential pharmacological properties. This particular compound is a carboxylate ester, with a tert-butyl group attached to the nitrogen atom. The spiro ring structure and the presence of the oxo and carboxylate functional groups make this compound a potentially interesting candidate for drug development or as a building block for the synthesis of other biologically active molecules. However, further research and testing are needed to fully understand its potential uses and effects.

Upstream product

• 849203-09-4 (RS)-8-(1,1-dimethylethyl) 2-methyl 1-oxo-8-azaspiro[4.5]decane-2,8-dicarboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 34619-03-9 tert-butyldicarbonate 
• 142851-03-4 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate 
• 191805-27-3 ethyl 4-(4-oxo-4-phenylbutyl)-1-(tert-butyloxycarbonyl)piperidine-4-carboxylate 

Relevant articles and documents

Optimization of Fused Bicyclic Allosteric SHP2 Inhibitors

SHP2 is a nonreceptor protein tyrosine phosphatase within the mitogen-activated protein kinase (MAPK) pathway controlling cell growth, differentiation, and oncogenic transformation. SHP2 also participates in the programed cell death pathway (PD-1/PD-L1) governing immune surveillance. Small-molecule inhibition of SHP2 has been widely investigated, including in our previous reports describing SHP099 (2), which binds to a tunnel-like allosteric binding site. To broaden our approach to allosteric inhibition of SHP2, we conducted additional hit finding, evaluation, and structure-based scaffold morphing. These studies, reported here in the first of two papers, led to the identification of multiple 5,6-fused bicyclic scaffolds that bind to the same allosteric tunnel as 2. We demonstrate the structural diversity permitted by the tunnel pharmacophore and culminated in the identification of pyrazolopyrimidinones (e.g., SHP389, 1) that modulate MAPK signaling in vivo. These studies also served as the basis for further scaffold morphing and optimization, detailed in the following manuscript.

Preparation method of tertiary butyl 1-hydroxyl-8-azaspirane[4,5]decane-8-carboxylic ester

The invention relates to a preparation method of tertiary butyl 1-hydroxyl-8-azaspirane[4,5]decane-8-carboxylic ester and mainly solves the technical problems that a method suitable for industrial synthesis does not exist at present. The preparation method comprises three steps: firstly, generating a compound 2 by a compound 1 under the action of hydrochloric acid; secondly, obtaining a compound 3 by enabling the compound 2 to react with di-tert-butyl dicarbonate in a mixed solution of dioxane and water under the existence of sodium carbonate; finally, obtaining a product 4 by treating the compound 3 through sodium borohydride, wherein a reaction formula is as shown in the description. The tertiary butyl 1-hydroxyl-8-azaspirane[4,5]decane-8-carboxylic ester obtained through the preparation method disclosed by the invention is a useful intermediate or a product compounded by many medicines.

Cyclopentyl modulators of chemokine receptor activity

Cyclopentyl compounds of Formula (I) are modulators of chemokine receptor activity: wherein D, G, R2, R3 and R8 in Formula (I) are defined herein. The compounds, and pharmaceutically acceptable salts and individual diastereomers thereof, are useful in the treatment and prevention of HIV infection, in delaying the onset of AIDS, and in the treatment of AIDS. The compounds are also useful for treating other diseases and conditions mediated by chemokine receptors.