公开(公告)号：US5151519A

公开(公告)日：1992-09-29

申请号：US521282

申请日：1990-05-07

申请人： James R. Behling ,  Payman Farid ,  Ish Khanna ,  John R. Medich ,  Mike Prunier ,  Mike G. Scaros ,  Richard M. Weier

发明人： James R. Behling ,  Payman Farid ,  Ish Khanna ,  John R. Medich ,  Mike Prunier ,  Mike G. Scaros ,  Richard M. Weier

IPC分类号： C07D211/46 ,  C07D307/20 ,  C07D493/10

CPC分类号： C07D493/10 ,  C07D211/46 ,  C07D307/20

摘要： A process for the preparation of 1,5-(alkylimino)-1,5-dideoxy-D-glucitol and derivatives of the formula: ##STR1## wherein R is hydrogen, alkyl of 1 to 13 carbon atoms, and aralkyl wherein alkyl is a lower alkyl of 2 to 6 carbon atoms, and aryl is phenyl, unsubstituted or substituted with lower alkyl of 1 to 6 carbon atoms, halo, lower alkoxy of 1 to 4 carbon atoms or thio lower alkyl of 1 to 4 carbon atoms by the steps of: treating L-sorbose with 2,2-dimethoxypropane to yield 1,2:4,6-di-O-(1-methylethylidene)-.alpha.-L-sorbanose; treating the compound with sulfuric acid in a solvent to produce 1,2-O-(1-methylethylidine)-.alpha.-L-sorbofuranose; consecutively treating with sulfonyl chloride and with an amine to yield 6-(substituted amino)-6-deoxy-1,2-O-(1-methylethylidine)-.alpha.-L-sorbofuranose; adsorbing the compound on an ion exchange resin and hydrogenating to produce compounds of the above formula.

摘要翻译： 制备1,5-（烷基亚氨基）-1,5-二脱氧-D-葡萄糖醇的方法和下式的衍生物：其中R是氢，1至13个碳原子的烷基，和其中烷基是 2至6个碳原子的低级烷基，芳基是未取代的或被1至6个碳原子的低级烷基取代的苯基，卤素，1至4个碳原子的低级烷氧基或1至4个碳原子的硫代低级烷基， 步骤：用2,2-二甲氧基丙烷处理L-山梨糖，得到1,2：4,6-di-O-（1-甲基亚乙基）-α-L-山梨糖; 在溶剂中用硫酸处理该化合物以产生1,2-O-（1-甲基乙基）-α-L-呋喃核糖; 连续用磺酰氯和胺处理，得到6-（取代的氨基）-6-脱氧-1,2-（1-甲基乙基）-α-L-呋喃核糖; 将化合物吸附在离子交换树脂上并进行氢化以制备上式的化合物。

公开(公告)号：US5281724A

公开(公告)日：1994-01-25

申请号：US720335

申请日：1991-06-25

申请人： James R. Behling ,  Payman Farid ,  Ish Khanna ,  John R. Medich ,  Mike Prunier ,  Mike G. Scaros ,  Richard M. Weier

发明人： James R. Behling ,  Payman Farid ,  Ish Khanna ,  John R. Medich ,  Mike Prunier ,  Mike G. Scaros ,  Richard M. Weier

IPC分类号： C07D211/46 ,  C07D307/20 ,  C07D493/10

CPC分类号： C07D493/10 ,  C07D211/46 ,  C07D307/20

摘要： A process for the preparation of 1,2-O-(1-methylethylidine)-.alpha.-L-sorbofuranose and 6-(n-substituted amino)-6-deoxy-1,2-O-(1-methylethylidine)-.alpha.-L-sorbofuranose and derivatives of the formula: ##STR1## wherein R' is benzyl or R, wherein R is hydrogen, alkyl of 1 to 13 carbon atoms, and aralkyl wherein alkyl is a lower alkyl of 2 to 6 carbon atoms and aryl is phenyl, unsubstituted or substituted with lower alkyl of 1 to 6 carbon atoms, halo, lower alkoxy of 1 to 4 carbon atoms or thio lower alkyl of 1 to 4 carbon atoms by the steps of: treating L-sorbose with 2,2-dimethoxy propane to yield 1,2:4,6-di-O-(1-methylethylidine)-.alpha.-L-sorbofuranose; treating the compound with sulfuric acid in a solvent to produce 1,2-O-(1-methylethylidine)-.alpha.-L-sorbofuranose; and consecutively treating with sulfonyl chloride and with an amine to yield 6-(substituted amino)-6-deoxy- 1,2-O-(1-methylethylidine)-.alpha.-L-sorbofuranose.

摘要翻译： 制备1,2-O-（1-甲基乙基）-α-L-呋喃核糖和6-（正 - 取代氨基）-6-脱氧-1,2-（1-甲基乙基） - α -L-呋喃核糖和下式的衍生物：其中R'是苄基或R，其中R是氢，1至13个碳原子的烷基和芳烷基，其中烷基是2至6个碳原子的低级烷基和芳基 是未取代的或被1至6个碳原子的低级烷基取代的苯基，卤素，1至4个碳原子的低级烷氧基或1至4个碳原子的硫代低级烷基，其步骤为：用2,2-双 得到1,2：4,6-二-O-（1-甲基乙基）-α-L-呋喃核糖; 在溶剂中用硫酸处理该化合物以产生1,2-O-（1-甲基乙基）-α-L-呋喃核糖; 并用磺酰氯和胺连续处理，得到6-（取代的氨基）-6-脱氧-1,2-（1-甲基乙基）-α-L-呋喃核糖。