One-pot method for preparing crucial intermediate in oseltamivirphosphate synthesizing reaction

• Main Authors: HONG ZHANGYONG, CHEN ZEMING, CUI QI, PENG JIANNAN, HU HUAN
• Format: Patent
• Language: Chinese; English
• Published: 23.05.2012
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; METALLURGY; ORGANIC CHEMISTRY

The invention discloses a one-pot method for preparing a crucial intermediate in oseltamivirphosphate synthesizing reaction. The method is characterized in that: 1,3-butadiene and ethyl propiolic acid ethyl ester are adopted as raw materials, alcohol and isocyanate/salt are adopted as main reactants, DBU is adopted as a catalyst, and no separation process is required before a finished product is obtained, such that the one-pot method is realized. The method mainly comprises steps that: 1, 1,3-butadiene is cooled to a temperature of -78 DEG C; ethyl propiolic acid ethyl ester and hydroquinone are added to 1,3-butadiene, and the mixture is stirred for 3 days under a temperature of 110 DEG C; the mixture is subject to vacuum distillation, such that 1-ethyl formate-1,4-diene cyclohexane is obtained; 2, I2 is added to a solution of 1-ethyl formate-1,4-diene cyclohexane and AgOCN; the mixture is heated to a temperature of 35-40 DEG C within 4 hours, such that a mixture A is obtained; alcohol and waterless HCl are a