公开(公告)号：US10533008B2

公开(公告)日：2020-01-14

申请号：US16083128

申请日：2017-03-01

申请人： UNIVERSITY OF GEORGIA RESEARCH FOUNDATION, IONC.

发明人： Chung K. Chu ,  Varughese Alexander Mulamootttil ,  Ram C. Mishra ,  Uma Sharan Singh

IPC分类号： C07D473/34 ,  C07D317/44 ,  C07C41/26 ,  C07C41/30 ,  C07D473/18 ,  C07D473/26 ,  C07D473/40 ,  C07F9/6561 ,  C07C41/28 ,  A61P31/20 ,  C07C43/196

摘要： The invention provides a new convergent approach for the synthesis of 2′-fluoro-6′-methylene-carbocyclic adenosine (FMCA) and 2′-fluoro-6′-methylene-carbocyclic guanosine (FMCG) from a readily available starting material in eight steps. An efficient and practical methodology for stereospecific preparation of a versatile carbocyclic key intermediate, (1S,3R,4R)-3-tert-butoxy-4-(tert-butoxymethyl)-2-fluoro-5-methylenecyclopentanol (compound 8 of scheme 1A or a) in only six (6) steps is also provided. Prodrugs of these compounds are also prepared.

公开(公告)号：US20190100523A1

公开(公告)日：2019-04-04

申请号：US16083128

申请日：2017-03-01

申请人： UNIVERSITY OF GEORGIA RESEARCH FOUNDATION, IONC.

发明人： Chung K. Chu ,  Varughese Alexander Mulamootttil ,  Ram C. Mishra ,  Uma Sharan Singh

IPC分类号： C07D473/34 ,  C07D317/44 ,  C07C41/28 ,  C07F9/6561

摘要： The invention provides a new convergent approach for the synthesis of 2′-fluoro-6′- methylene-carbocyclic adenosine (FMCA) and 2′-fluoro-6′-methylene-carbocyclic guanosine (FMCG) from a readily available starting material in eight steps. An efficient and practical methodology for stereospecific preparation of a versatile carbocyclic key intermediate, (1S,3R,4R)-3-tert-butoxy-4-(tert-butoxymethyl)-2-fluoro-5-methylenecyclopentanol (compound 8 of scheme 1A or a) in only six (6) steps is also provided. Prodrugs of these compounds are also prepared.