CAS: 907606-68-2; (1S,3Ar,6As)-Tert-Butyl Octahydrocyclopenta[c]Pyrrole-1-Carboxylate Oxalate

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(1S,3Ar,6As)-六氢-环戊[c]吡咯-1,2(1H)-二甲酸二(叔-丁基)酯置于甲烷磺酸体系中,用 四氢呋喃,甲基叔丁基醚,醋酸异丙酯 作为反应溶剂,化学反应 14.5H,反应生成 特拉匹韦中间体
参考文献:Stereoselective Lithiation And Carboxylation Of Boc-Protected Bicyclopyrrolidine: Synthesis Of A Key Building Block For Hcv Protease Inhibitor Telaprevir
标题:Stereoselective Lithiation And Carboxylation Of Boc-Protected Bicyclopyrrolidine: Synthesis Of A Key Building Block For Hcv Protease Inhibitor Telaprevir
摘要:A Stereoselective Process For The Manufacture Of Bicyclopyrrolidine 7 To 2 Has Been Developed. The Process Utilizes A Stereoselective Lithiation/carboxylation Sequence. The Achiral Diamine Ligand Dpbp Induces Excellent Diastereocontrol,And Resolution With (S)-Thna Provides The Corresponding Salt Of 8 In High Er And Dr. Subsequent Processing Of 8 Gives 2 As The Oxalate Salt In An Overall Yield Of 27% From 7 (Based On Total Molar Charge Of 7). Compound 2 Was Obtained With High Chemical,And Chiral Purities. The Process Was Successfully Demonstrated On >100 Kg Scale.
DOI:10.1021/op500040J