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CAS号623-33-6 甘氨酸乙酯盐酸盐 | CAS号79-04-9 氯乙酰氯 | CAS号459-73-4 2-胺基乙酸乙酯 | CAS号999-29-1 Glycine,N-(diaz... | CAS号2087-41-4 H-gly-gly-oet.盐酸盐 | CAS号105-39-5 氯乙酸乙酯

📜重氮乙酰基甘氨酸乙酯置于苯氧乙酰氯体系中,用 二氯甲烷 作为反应溶剂,化学反应生成 N-(乙酰基氯)甘氨酸乙酯
参考文献:N-(2-Diazo-3-Oxoalkanoyl)Glycine Esters. I. Synthesis Of 4-And 5-Phenoxyl Derivatives And Isomerization Of N-(2-Diazo-3-Oxo-3-Phenylpropanoyl)Glycine Ethyl Ester
标题:N-(2-Diazo-3-Oxoalkanoyl)Glycine Esters. I. Synthesis Of 4-And 5-Phenoxyl Derivatives And Isomerization Of N-(2-Diazo-3-Oxo-3-Phenylpropanoyl)Glycine Ethyl Ester
摘要:描述了一种制备n-(重氮乙酰)甘氨酸乙酯的新方法.n-(重氮乙酰)甘氨酸乙酯与四种苯氧乙酰氯反应得到n-(2-重氮-3-氧代丁酰)甘氨酸乙酯的4-苯氧基衍生物,与β-(O-甲氧苯氧基)-丙酰氯反应得到n-[2-重氮-3-氧代-5-(O-甲氧苯氧基)戊酰基]甘氨酸乙酯.开发了一种通用的色谱分离方法,可将n-(2-重氮-3-氧代烷酰)甘氨酸乙酯与n-(氯乙酰)甘氨酸乙酯分离.巴豆酰氯与1摩尔过量的n-(重氮乙酰)甘氨酸乙酯反应得到n-(2-重氮-3-氧代-4-己烯酰)甘氨酸乙酯,与2摩尔过量的反应得到n-{2-重氮-3-氧代-3-[4'-甲基-5'(羧乙氧甲基)氨基-δ2吡唑烷-3'-基]丙酰}甘氨酸乙酯,可能是由最初形成的δ1-吡唑烷衍生物异构化而成.苯甲酰和m-溴苯甲酰溴与n-(重氮乙酰)甘氨酸乙酯反应,最初产生黄色油状产物,根据光谱数据,这些产物是预期的n-(2-重氮-3-氧代-3-烷基丙酰)甘氨酸乙酯.在色谱纯化和/或试图结晶过程中,发生了异构化,形成无色晶体产物.分析和分子量数据以及光谱证据支持将异构化产物的结构归属于1,2,3-三唑.假定存在自发反向dimroth重排.
DOI:10.1139/v67-281

专利信息

专利号:US-9453037-B2
优先权日:2011-07-28
标 题 :Methylphenidate-prodrugs, processes of making and using the same
发明人：GUENTHER SVEN; CHI GUOCHEN; BERA BINDU; MICKLE TRAVIS; BERA SANJIB
权利人:KEMPHARM INC; KEMPHARM INC
摘要:The present technology is directed to prodrugs and compositions for the treatment of various diseases and/or disorders comprising methylphenidate, or methylphenidate derivatives, conjugated to at least one alcohol, amine, oxoacid, thiol, or derivatives thereof. In some embodiments, the conjugates further include at least one linker. The present technology also relates to the synthesis of methylphenidate, or methylphenidate derivatives, conjugated to at least one alcohol, amine, oxoacid, thiol, or derivatives thereof or combinations thereof.