126590-55-4

Basic information

• Product Name: tert-butyl N-(3-amino-3-oxo-1-phenyl-propyl)carbamate
• Synonyms: tert-butyl N-(3-amino-3-oxo-1-phenyl-propyl)carbamate
• CAS NO: 126590-55-4
• Molecular Weight: 264.324
• Mol File: 126590-55-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: tert-butyl N-(3-amino-3-oxo-1-phenyl-propyl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl N-(3-amino-3-oxo-1-phenyl-propyl)carbamate(126590-55-4)
• EPA Substance Registry System: tert-butyl N-(3-amino-3-oxo-1-phenyl-propyl)carbamate(126590-55-4)

Safety Data

• Hazardous Substances Data: 126590-55-4(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 46050-30-0 3-amino-3-phenylpropanamide 
• 3646-50-2 3-Amino-3-phenylpropionic acid 
• 14676-01-8 3-(tert-butoxycarbonylamino)-3-phenylpropanoic acid 
• 34619-03-9 tert-butyldicarbonate 
• 145091-94-7 5-phenyl-4,5-dihydro-pyrazol-3-one 
• 1401072-41-0 2-(9H-fluoren-9-ylidene)-5-oxo-3-phenylpyrazolidin-2-ium-1-ide 

Relevant articles and documents

Intermolecular aminocarbonylation of alkenes using concerted cycloadditions of iminoisocyanates

The aminocarbonylation of alkenes is a powerful method for accessing the β-amino carbonyl motif that remains underdeveloped. Herein, the development of intermolecular aminocarbonylation reactivity of iminoisocyanates with alkenes is presented. This includes the discovery of a fluorenone-derived reagent, which was effective for many alkene classes and facilitated derivatization. Electron-rich substrates were most reactive, and this indicated that the LUMO of the iminoisocyanate is reacting with the HOMO of the alkene. Computational and experimental results support a concerted asynchronous [3 + 2] cycloaddition involving an iminoisocyanate, which was observed for the first time by FTIR under the reaction conditions. The products of this reaction are complex azomethine imines, which are precursors to valuable β-amino carbonyl compounds such as β-amino amides and esters, pyrazolones, and bicyclic pyrazolidinones. A kinetic resolution of the azomethine imines by enantioselective reduction (s = 13.43) allows access to enantioenriched products. Overall, this work provides a new tool to convert alkenes into β-amino carbonyl compounds.

Enantioselective biocatalytic hydrolysis of β-aminonitriles to β-amino-amides using Rhodococcus rhodochrous ATCC BAA-870

A range of β-aminonitriles (3-amino-3-phenylpropanenitrile and derivatives) were synthesised by reaction of various benzonitriles with acetonitrile and subsequent reduction of the resulting acrylonitrile products. These compounds were hydrolysed to the co