利用实验室筛选得到的高立体选择性脂肪酶产生菌株溜曲霉(Aspergillus tamarii WYC3)不对称水解拆分N-BOC-DL-α-氨基丁酸甲酯得到N-BOC-L-α-氨基丁酸,对其反应条件进行研究,确定其最优反应条件为:0.1 mol/L p H 7.2的磷酸钾缓冲液,反...利用实验室筛选得到的高立体选择性脂肪酶产生菌株溜曲霉(Aspergillus tamarii WYC3)不对称水解拆分N-BOC-DL-α-氨基丁酸甲酯得到N-BOC-L-α-氨基丁酸,对其反应条件进行研究,确定其最优反应条件为:0.1 mol/L p H 7.2的磷酸钾缓冲液,反应温度30℃,底物浓度52.24 mmol/L,0.1 g菌粉,V(底物)∶V(丙酮)=1∶8,200 r/min恒温水浴反应6 h,可获得产物N-BOC-L-α-氨基丁酸,此时e.e._(s)值达到99.95%,对映体选择率E值为20.11,产率为36.21%。展开更多
As an important protective group of amines and amino acids,tert-butoxycarbonyl(Boc) group was extensively used in organic synthesis.Though many mild and selective reagents could be used,there is still a need for the d...As an important protective group of amines and amino acids,tert-butoxycarbonyl(Boc) group was extensively used in organic synthesis.Though many mild and selective reagents could be used,there is still a need for the development of a more simple and convenient method for deprotection.In this paper,a new method for the deprotection of N-Boc group with silica gel in refluxing toluene was reported.The reactions were mostly achieved in 5 h with high yields(75%-98%).N-Boc protected indoline and benzylamine,which are not deprotected with other mild method,could be deprotected with our method in good yields(89% and 95%,respectively).Additionally the deprotection of other carbamates such as Cbz,Fmoc and ethyl carbamate wasn′t observed under same conditions.展开更多
A rhodium-catalyzed ring opening reaction of N-Boc-azabenzonorbornadiene with heteroatom nucleophiles was described. Piperidine and piperazine＇s derivatives were nucleophiles in this reaction. The yields of the produ...A rhodium-catalyzed ring opening reaction of N-Boc-azabenzonorbornadiene with heteroatom nucleophiles was described. Piperidine and piperazine＇s derivatives were nucleophiles in this reaction. The yields of the products 2a-f are good and the regioselectivity are excellent.展开更多
文摘As an important protective group of amines and amino acids,tert-butoxycarbonyl(Boc) group was extensively used in organic synthesis.Though many mild and selective reagents could be used,there is still a need for the development of a more simple and convenient method for deprotection.In this paper,a new method for the deprotection of N-Boc group with silica gel in refluxing toluene was reported.The reactions were mostly achieved in 5 h with high yields(75%-98%).N-Boc protected indoline and benzylamine,which are not deprotected with other mild method,could be deprotected with our method in good yields(89% and 95%,respectively).Additionally the deprotection of other carbamates such as Cbz,Fmoc and ethyl carbamate wasn′t observed under same conditions.
文摘A rhodium-catalyzed ring opening reaction of N-Boc-azabenzonorbornadiene with heteroatom nucleophiles was described. Piperidine and piperazine＇s derivatives were nucleophiles in this reaction. The yields of the products 2a-f are good and the regioselectivity are excellent.
