• 作者： 陳登嶽；黃增福
• 作者服務機構： 國立清華大學化學研究所
• 中文摘要： α-對-甲苯磺醯氨基-γ-氯丁酸甲酯和甲醇鈉作用環化得到66%之N-對-甲苯磺醯基-氮四圜-2-羥酸甲酯（10)。10在?水溶液中水解則產生92%之N-對-甲苯磺醯基-氮四圜-2-羥酸（11)。10以氫化鋁鋰還原得到30.6%之N-對-甲苯磺醯基-氮四圜-2-甲醇（12)。10和液態氨反應產生88.6%之N-對-甲苯磺醯基-2-氨醯甲基-氮四圜（13)。 化合物10在2%之氯化鈉溶液中，以鉛棒?陰極電解3.5安培小時後濃縮得到76.9%之水解物11。但酸11在同樣條件下電解16安培小時則得到80%之對-甲苯亞磺酸（20)及N-游離一氮四圜-2-羥酸（1)。1改成甲苯磺醯衍生物後分離估計化合物1產率有75%。以乙醇萃取除去亞磺酸後之殘渣只得到少量1之氯化氫鹽。
• 英文摘要： Methyl N-tosylazetidine-2-carboxylate (10), N-tosylazetidine-2-carboxylic acid (11), N-tosylazetidine-2-methanol (12), and N-tosyl-2-carbamylazetidine (13) were obtained in 66, 92, 30.6 and 88.6% yields respectively. However, many trials for the synthesis of N-tosylazetidines with functional group on 3-carbon were unsuccessful. The electrolytic reduction of compound 10 in 2% sodium chloride solution, by the use of lead bar as a cathode, for 3.5 ampere-hours gave only the hydrolysis product 11 in 76.9% yield. However the electrolytic reduction of the acid 11 under the same condition for sixteen ampere-hours offered 80% yield of p-toluenesulfinic acid (21a) and 75% yield of azetidine-2-carboxylic acid (1), the latter was isolated and identified by converting to the corresponding sulfonamides.
• 中文關鍵字： --
• 英文關鍵字： --