170450-74-5

Basic information

• Product Name: 2,6-Piperidinedione, 3-ethyl-3-(4-nitrophenyl)-, (3R)-
• CAS NO: 170450-74-5
• Molecular Formula: C13H14N2O4
• Molecular Weight: 262.265
• Mol File: 170450-74-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,6-Piperidinedione, 3-ethyl-3-(4-nitrophenyl)-, (3R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Piperidinedione, 3-ethyl-3-(4-nitrophenyl)-, (3R)-(170450-74-5)
• EPA Substance Registry System: 2,6-Piperidinedione, 3-ethyl-3-(4-nitrophenyl)-, (3R)-(170450-74-5)

Safety Data

• Hazardous Substances Data: 170450-74-5(Hazardous Substances Data)

Usage

General Description

2,6-Piperidinedione, 3-ethyl-3-(4-nitrophenyl)-, (3R)- is a chemical compound with the molecular formula C12H13NO4. It is a chiral compound with a three-dimensional structure, and its (3R)-enantiomer is the most common form. 2,6-Piperidinedione, 3-ethyl-3-(4-nitrophenyl)-, (3R)- is used as a building block in organic synthesis and pharmaceutical research. It has potential applications in the development of new drugs and biomedical research due to its unique structural and chemical properties. Furthermore, the presence of the nitrophenyl group makes this compound a valuable tool for studying chemical reactions and interactions in biological systems.

Upstream product

• 17575-58-5 glutethimide 
• 170450-61-0 4,5-Dioxo-3-phenyl-tetrahydro-furan-3-carboxylic acid ethyl ester 
• 170450-71-2 (R)-Diethyl 2-phenyl-2-vinylglutarate 
• 170450-72-3 (R)-Diethyl 2-phenyl-2-ethylglutarate 
• 170450-70-1 (S)-Diethyl 2-phenyl-2-formylglutarate 
• 170450-69-8 (S)-Diethyl 2-phenyl-2-(hydroxymethyl)glutarate 
• 170450-68-7 (S)-Diethyl 4-phenyl-4-<(formyloxy)methyl>glutaconate 
• 170450-66-5 (S)-Ethyl 2-formyl-2-<(formyloxy)methyl>phenylpropionate 
• 170450-62-1 (3S,4R)-4-Hydroxy-5-oxo-3-phenyl-tetrahydro-furan-3-carboxylic acid ethyl ester 
• 100-00-5 4-chlorobenzonitrile 
• 30698-33-0 methyl 2-cyano-2-(4-nitrophenyl)acetate 
• 94814-82-1 2-(4-nitrophenyl)butanonitrile 

Relevant articles and documents

Production of (R)-aminoglutethimide: A new route from 1 -chloro-4-nitrobenzene

The development of a short, safe and enantioselective route for the preparation of (R)-aminoglutethimide is described. The process was designed for economic large-scale manufacture of the bulk drug substance to acceptable quality standards, to allow clinical evaluation of the single enantiomer over the existing racemate. (R)-Aminoglutethimide was prepared from 1-chloro-4-nitrobenzene using a six-stage synthetic sequence, via chemoresolution of key intermediate racemic 4-cyano-4-(4-nitrophenyl)hexanoic acid using (-)-cinchonidine. The process allowed for preparation of several kilograms of the precursor (R)-nitroglutethimide, to cGMP at pilot-plant scale, along with demonstration of the final hydrogenation step to (R)-aminoglutethimide in the laboratory. This route avoids the problems of hazardous nitration technology, and therefore regio-isomer contamination of the product, associated with other procedures. The resolution chemistry described represents an improvement on literature procedures. Optimisation of the asymmetric Michael addition offers an attractive alternative approach.

Bakers' yeast mediated synthesis of (R)-aminoglutethimide

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