Synthesis and resolution of 3-amino-1, 3-dihydro-5-phenyl-2H-1, 4-benzodiazepin-2-ones

MG Bock, RM DiPardo, BE Evans…

Index: Bock, Mark G.; DiPardo, Robert M.; Evans, Ben E.; Rittle, Kenneth E.; Veber, Daniel F.; et al. Journal of Organic Chemistry, 1987 , vol. 52, # 15 p. 3232 - 3239

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Citation Number: 65

Abstract

Two efficient synthetic routes to the 3-amino-1, 4-benpin-2-ones 2 and 3 were developed. The fit sequence was carried out in 5540% overall yield and involves a novel mercuric ion assisted ammonia displacement of the (alky1thio) glycinamide 14 to produce the key intermediate a-aminoglycinamide 15. The second approach features a practical two-step amination of the parent 1, 4-benzodiazepine ring system 24 to afford the title compound 3 ...

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