39200-48-1

Upstream product

• 736080-92-5 (S)-2-Amino-N-(2-benzoyl-4-chloro-phenyl)-propionamide 
• 15761-38-3 L-N-Boc-Ala 
• 719-59-5 5-chloro-2-aminobenzophenone 
• 39200-50-5 2-N-(N'-Boc-L-alanyl)amino-5-chlorobenzophenone 

Downstream Products

• 85055-05-6 (S)-7-chloro-1,3-dihydro-3-methyl-5-phenyl-2H-1,4-benzodiazepine 
• 88369-17-9 7-chloro-5-phenyl-3(S)-methyl-1,3-dihydro-2,2-dideuterio-1,4-benzodiazepine 
• 608538-67-6 7-chloro-1-isopropyl-3-methyl-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one 
• 50692-03-0 7-chloro-1,3-dimethyl-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one 
• 869638-50-6 7-chloro-1-(4-methoxy-benzyl)-3-methyl-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one 
• 918159-83-8 (3S)-(+)-1-di(p-anisyl)methyl-7-chloro-1,3-dihydro-3-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one 
• 608538-70-1 3-benzyl-7-chloro-1-isopropyl-3-methyl-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one 
• 608538-72-3 7-chloro-1-isopropyl-3-methyl-3-(4-methyl-benzyl)-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one 

Relevant academic research and scientific papers

Memory of chirality trapping of low inversion barrier 1,4-benzodiazepin-2- one enolates

We have previously demonstrated that chiral, enantiopure 3-substituted 1,4-benzodiazepin-2-ones undergo retentive deprotonation/trapping at -78°C, if the N1-substituent is sufficiently large (e.g., i-Pr). Stereocontrol in this reaction is attributed to the formation of an enantiopure, conformationally chiral enolate; at -78°C a large N1 substituent (e.g., i-Pr) is needed to impart a sufficient barrier to enolate racemization. Herein, we report strategies to achieve high enantiomeric excess in deprotonation/alkylation of low inversion barrier 1,4-benzodiazepin-2-ones featuring small N1 substituents.

Discrimination between enantiomers of structurally related molecules: Separation of benzodiazepines by molecularly imprinted polymers

Molecular imprinting has been used to create synthetic receptor sites for a series of chiral benzodiazepines. A detailed HPLC analysis of binding properties using molecularly imprinted polymers (MIPs) as the stationary phase showed that binding, as measur