D-焦谷氨酸置于对甲苯磺酸体系中,用 甲苯,乙腈 用作溶剂,化学反应 16.17H,反应生成法索西坦
参考文献:Synthesis Of Chiral Diamines Using Novel 2-Trichloromethyloxazolidin-4-One Precursors Derived From 5-Oxo-Proline And Proline
标题:Synthesis Of Chiral Diamines Using Novel 2-Trichloromethyloxazolidin-4-One Precursors Derived From 5-Oxo-Proline And Proline
摘要:Efficient Syntheses Of Chiral Vicinal Diamines Derived From (S)-Oxo-Proline And (S)-Proline Are Described. The Novel Diastereomerically Pure Precursor (2R,5S)-2-Trichloromethyl-1-Aza-3-Oxabicyclo-[3.3.0]-octan-4,8-Dione 3 And Its Enantiomer Are Readily Available By Reaction Of The Inexpensive Enantiomers Of 5-Oxo-Proline With Chloral. Compound 3 Reacts With Primary And Secondary Amines To Afford The 5-Oxo-Prolylamides 4 In Quantitative Yield. In Contrast,The (S)-Proline-Derived Precursor (2R,5S)-2-Trichloromethyl-1-Aza-3-Oxabicyclo[3.3.0]octan-4-One 6 Gave (S)-N-Formylprolylamides 9 And/or (S)-Prolylamides 8 Depending On The Reaction Conditions. Upon Reduction With Lialh4,Amides 4 And 9 Afforded The Proline-Derived (S)-2-(Alkylaminomethyl)Pyrrolidines 1 And (S)-N-Methyl-2-(Alkylaminomethyl)-Pyrrolidines 5 In 70-90% Yields. (C) 2002 Elsevier Science Ltd. All Rights Reserved.
Doi:10.1016/s0957-4166(02)00579-7