96824-32-7

Upstream product

• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 82128-71-0 2-(2-methyloxyphenyl)-2-(trimethylsilyloxy)acetonitrile 
• 143-33-9 sodium cyanide 
• 10277-86-8 (R)-1-phenylethylamine hydrochloride 
• 135-02-4 ortho-anisaldehyde 

Relevant academic research and scientific papers

Novel asymmetric synthesis of atropisomeric 6-aryl pyrazinones via an unusual chirality transfer process

Cyclization of (S,S)-α-[(1-phenylethyl)amino]-α-(2- iodophenyl)acetonitrile with (COCl)2 in toluene or chlorobenzene afforded the atropisomeric pyrazinone (aS,S) 6-(2-α-iodophenyl)-3,5-dichloro-1(1- phenylethyl)-2(1H)-pyrazinone in 57% yield. With smaller ortho substituents (F, Cl, CH3, CF'3, OCH3) on the aromatic ring, mixtures of atropisomers were obtained from the cyclization reaction. All of the individual atropisomers prepared were stable at room temperature. All but the o-fluoro- substituted atropisomers were stable at elevated temperatures. This paper describes a stereoselective synthesis of pyrazinones and suggests a mechanism for formation via an interesting transfer of chirality.

ASYMMETRIC SYNTHESIS OF α-AMINONITRILES

The asymmetric synthesis of α-aminonitriles was carried out by the reaction of α-trimethylsilyloxynitriles with optically active α-methylbenzylamine in methanol.The reactions provided moderate yields and good optical purities.