(3R,5R)-3-((tert-Butyldimethylsily)oxy)-5-((Z)-2-bromovinyl)-tetrahydro-furan-2-one, an intermediate for the synthesis of Fostriecin was achieved by intramolecular asymmetric induction in propene addition of (-)-8-phe...(3R,5R)-3-((tert-Butyldimethylsily)oxy)-5-((Z)-2-bromovinyl)-tetrahydro-furan-2-one, an intermediate for the synthesis of Fostriecin was achieved by intramolecular asymmetric induction in propene addition of (-)-8-phenylmenthyl glyoxylate followed by inversion of C3-hydroxyl group and Sharpless asymmetric dihydroxylation with simultaneous cyclization to give lactone 5. Then protection of C3-hydroxyl group and oxidation of the C6-primary hydroxyl group which reacted with Wittig reagent to yield the target compound 4.展开更多
Thirteen thiomorpholine-bearing compounds were designed and synthesized as dipeptidyl peptidase IV（DPP-IV） inhibitors, with natural and non-natural L-amino acids as the starting materials.Their structures were chara...Thirteen thiomorpholine-bearing compounds were designed and synthesized as dipeptidyl peptidase IV（DPP-IV） inhibitors, with natural and non-natural L-amino acids as the starting materials.Their structures were characterized by ~1H NMR,^（13）C NMR and HR-MS.The target compounds were screened for the DPP-IV inhibition,and the preliminary SAR result was obtained.Particularly, compounds 4c,4d and 4f with good DPP-IV inhibition in vitro were further evaluated through a mouse oral glucose tolerance test （OGTT）.The preliminary result showed the potential value for further studies on those thiomorpholine-bearing compounds as DPP-IV inhibitors.展开更多
An efficient and eco-friendly protocol for the chemoselective N-benzyloxycarbonylation of amines was described.The reaction of amines with benzyl chloroformate（Cbz-Cl） in the presence of PEG-600 at room temperature ...An efficient and eco-friendly protocol for the chemoselective N-benzyloxycarbonylation of amines was described.The reaction of amines with benzyl chloroformate（Cbz-Cl） in the presence of PEG-600 at room temperature afforded the corresponding N-Cbz derivatives in excellent yields.The method is applicable to the N-Cbz protection of aliphatic（acyclic and cyclic） and aromatic amines.展开更多
文摘(3R,5R)-3-((tert-Butyldimethylsily)oxy)-5-((Z)-2-bromovinyl)-tetrahydro-furan-2-one, an intermediate for the synthesis of Fostriecin was achieved by intramolecular asymmetric induction in propene addition of (-)-8-phenylmenthyl glyoxylate followed by inversion of C3-hydroxyl group and Sharpless asymmetric dihydroxylation with simultaneous cyclization to give lactone 5. Then protection of C3-hydroxyl group and oxidation of the C6-primary hydroxyl group which reacted with Wittig reagent to yield the target compound 4.
基金the Fundamental Scientific Research Fund ofInstitute of Materia Medica(Li Peng 504-Basic 10 DPP IV inhibitor)for financial support on this project
文摘Thirteen thiomorpholine-bearing compounds were designed and synthesized as dipeptidyl peptidase IV（DPP-IV） inhibitors, with natural and non-natural L-amino acids as the starting materials.Their structures were characterized by ~1H NMR,^（13）C NMR and HR-MS.The target compounds were screened for the DPP-IV inhibition,and the preliminary SAR result was obtained.Particularly, compounds 4c,4d and 4f with good DPP-IV inhibition in vitro were further evaluated through a mouse oral glucose tolerance test （OGTT）.The preliminary result showed the potential value for further studies on those thiomorpholine-bearing compounds as DPP-IV inhibitors.
基金the National Science and Technology Project of China(No.2009ZX09102-054)for financial support
文摘An efficient and eco-friendly protocol for the chemoselective N-benzyloxycarbonylation of amines was described.The reaction of amines with benzyl chloroformate（Cbz-Cl） in the presence of PEG-600 at room temperature afforded the corresponding N-Cbz derivatives in excellent yields.The method is applicable to the N-Cbz protection of aliphatic（acyclic and cyclic） and aromatic amines.
