Preparation process of (1R, 5S)-6, 6-dimethyl-3-azabicyclo [3.1. 0] hexane

• Main Authors: SHEN WEIYI, YE CHUN, LIU WEIGUO, XI PEIHUA, NIAN SIYUN, LUO DONGPING
• Format: Patent
• Language: Chinese; English
• Published: 25.08.2023
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY

The invention discloses a preparation process of (1R, 5S)-6, 6-dimethyl-3-azabicyclo [3.1. 0] hexane, which comprises the following steps: taking ethyl 3-methyl-2-crotonate as an initial raw material, taking dichloromethane as a solvent, and carrying out electrophilic addition reaction with bromine to obtain a compound a; taking acetone as a solvent, and performing elimination reaction on the compound a in the presence of anhydrous potassium carbonate to generate a compound b; taking methanol as a solvent, adding sodium methoxide, then adding 2-ethyl cyanoacetate into the system, and carrying out nucleophilic addition reaction with the compound b to obtain a compound c; taking dimethyl sulfoxide as a solvent, taking lithium chloride as a catalyst, and carrying out ester group removal reaction on the compound c in the presence of water to obtain a compound d; by taking methanol as a solvent and Raney nickel as a catalyst, adding a 7M ammonia/methanol solution, and carrying out cyclization reaction on the compo