138573-99-6

Basic information

• Product Name: 1,4-Diazaspiro[4.5]dec-3-en-2-one, 3-(4-methoxybenzoyl)-
• CAS NO: 138573-99-6
• Molecular Formula: C16H18N2O3
• Molecular Weight: 286.331
• Mol File: 138573-99-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,4-Diazaspiro[4.5]dec-3-en-2-one, 3-(4-methoxybenzoyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Diazaspiro[4.5]dec-3-en-2-one, 3-(4-methoxybenzoyl)-(138573-99-6)
• EPA Substance Registry System: 1,4-Diazaspiro[4.5]dec-3-en-2-one, 3-(4-methoxybenzoyl)-(138573-99-6)

Safety Data

• Hazardous Substances Data: 138573-99-6(Hazardous Substances Data)

Upstream product

• 5553-92-4 2-(4-methoxybenzyl)malononitrile 
• 185-80-8 1-oxa-2-azaspiro[2.5]octane 

Relevant articles and documents

Electrophilic Amination of C-H-Acidic Compounds with 1-Oxa-2-azaspirooctane

The reactions of 1-oxa-2-azaspirooctane (1, 3,3-pentamethyleneoxaziridine) with malonic (e. g. 4, 35) and cyanoacetic acid derivatives (e. g. 11, 13, 20) and other C-H acids have been studied.After the introduction of a 1-hydroxycyclohexylamino group at the acidic position, five different stabilisation reactions of the intermediate 2 could be classified.The most important one is an intramolecular nucleophilic attack to a nitrile group giving disubstituted 1,4-diazaspiro decanones 2a.Their ring transformations (e. g. 2a -> 3) or the introduction of a second amino group at the same carbon atom (2a -> 3a) are further new reactions.Geminal diamino acid derivatives 3a thus obtained can be stable or rearrange to 3 (R1 = NH2) or eliminate cyclohexanone (formation of 42) and/or ammonia (formation of 41 or 43).Amination of N-cyanoacetyl-protected amino acid esters (20, NHR = amino acid unit) with 1 yields cyclic dipeptide derivatives 41. Key Words: 1-Oxa-2-azaspirooctane / C-H acids / Electrophilic amination / Diamination / Amino acid derivatives / Dehydro peptides