9-[[2-脱氧-2-(1,3-二氢-1,3-二氧代-2H-异吲哚-2-基)-3-O-(苯基甲基)-4-O-[3,4,6-三-O-乙酰基-2-脱氧-2-(1,3-二氢-1,3-二氧代-2H-异吲哚-2-基)-beta-D-吡喃葡萄糖基]-beta-D-吡喃葡萄糖基]氧基]壬酸甲酯合成路线 (共 8 条)
反应条件
ammonium cerium(IV) nitrate in water; acetonitrile Ambient temperature1) 0 deg C, 10 min, 2) RT, 45 min;
参考文献
Lee, Ho-Huat; Schwartz, David A.; Harris, John F.; Carver, Jeremy P.; Krepinsky, Jiri J.
Canadian Journal of Chemistry, 1986 , vol. 64, p. 1912 - 1918
反应条件
1: 54 percent / silver zeolite / CH2Cl2 / 40 h / Ambient temperature 2: 99 percent / methanol / 0.5 h 3: 64 percent / p-TsOH*H2O / acetonitrile / 0.83 h / Ambient temperature 4: 90 percent / 1) NaH / tetrahydrofuran / 21 h / Ambient temperature 5: 1) sodium cyanoborohydride, mol. sieves 3A, 2) TFA / 1) DMF, 15 min, RT, 2) DMF, 43 h 6: 66 percent / silver triflate, collidine / nitromethane / 1) -25 deg C, 30 min, 2) RT, 4.5 h 7: 86 percent / ammonium cerium(IV) nitrate / acetonitrile; H2O / Ambient temperature; 1) 0 deg C, 10 min, 2) RT, 45 min View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 64, p. 1912 - 1918
反应条件
1: 64 percent / p-TsOH*H2O / acetonitrile / 0.83 h / Ambient temperature 2: 90 percent / 1) NaH / tetrahydrofuran / 21 h / Ambient temperature 3: 1) sodium cyanoborohydride, mol. sieves 3A, 2) TFA / 1) DMF, 15 min, RT, 2) DMF, 43 h 4: 66 percent / silver triflate, collidine / nitromethane / 1) -25 deg C, 30 min, 2) RT, 4.5 h 5: 86 percent / ammonium cerium(IV) nitrate / acetonitrile; H2O / Ambient temperature; 1) 0 deg C, 10 min, 2) RT, 45 min View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 64, p. 1912 - 1918
反应条件
1: 90 percent / 1) NaH / tetrahydrofuran / 21 h / Ambient temperature 2: 1) sodium cyanoborohydride, mol. sieves 3A, 2) TFA / 1) DMF, 15 min, RT, 2) DMF, 43 h 3: 66 percent / silver triflate, collidine / nitromethane / 1) -25 deg C, 30 min, 2) RT, 4.5 h 4: 86 percent / ammonium cerium(IV) nitrate / acetonitrile; H2O / Ambient temperature; 1) 0 deg C, 10 min, 2) RT, 45 min View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 64, p. 1912 - 1918
反应条件
1: 99 percent / methanol / 0.5 h 2: 64 percent / p-TsOH*H2O / acetonitrile / 0.83 h / Ambient temperature 3: 90 percent / 1) NaH / tetrahydrofuran / 21 h / Ambient temperature 4: 1) sodium cyanoborohydride, mol. sieves 3A, 2) TFA / 1) DMF, 15 min, RT, 2) DMF, 43 h 5: 66 percent / silver triflate, collidine / nitromethane / 1) -25 deg C, 30 min, 2) RT, 4.5 h 6: 86 percent / ammonium cerium(IV) nitrate / acetonitrile; H2O / Ambient temperature; 1) 0 deg C, 10 min, 2) RT, 45 min View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 64, p. 1912 - 1918
反应条件
1: 1) sodium cyanoborohydride, mol. sieves 3A, 2) TFA / 1) DMF, 15 min, RT, 2) DMF, 43 h 2: 66 percent / silver triflate, collidine / nitromethane / 1) -25 deg C, 30 min, 2) RT, 4.5 h 3: 86 percent / ammonium cerium(IV) nitrate / acetonitrile; H2O / Ambient temperature; 1) 0 deg C, 10 min, 2) RT, 45 min View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 64, p. 1912 - 1918
反应条件
1: 66 percent / silver triflate, collidine / nitromethane / 1) -25 deg C, 30 min, 2) RT, 4.5 h 2: 86 percent / ammonium cerium(IV) nitrate / acetonitrile; H2O / Ambient temperature; 1) 0 deg C, 10 min, 2) RT, 45 min View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 64, p. 1912 - 1918
反应条件
1: 54 percent / silver zeolite / CH2Cl2 / 40 h / Ambient temperature 2: 99 percent / methanol / 0.5 h 3: 64 percent / p-TsOH*H2O / acetonitrile / 0.83 h / Ambient temperature 4: 90 percent / 1) NaH / tetrahydrofuran / 21 h / Ambient temperature 5: 1) sodium cyanoborohydride, mol. sieves 3A, 2) TFA / 1) DMF, 15 min, RT, 2) DMF, 43 h 6: 66 percent / silver triflate, collidine / nitromethane / 1) -25 deg C, 30 min, 2) RT, 4.5 h 7: 86 percent / ammonium cerium(IV) nitrate / acetonitrile; H2O / Ambient temperature; 1) 0 deg C, 10 min, 2) RT, 45 min View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 64, p. 1912 - 1918