(1R,2R,3S,4R,6S)-4,6-二氨基-2,3-二羟基环己基6-氨基-6-脱氧-alpha-D-吡喃葡萄糖苷合成路线 （共 10 条）
反应条件
1: 75 percent / pyridine / 20 h / 0 - 20 °C 2: 90 percent / NaN3 / dimethylformamide / 5 h / 80 °C 3: 57 percent / NaH / dimethylformamide / 4.5 h / 0 - 20 °C 4: TfOH, NIS / diethyl ether; CH2Cl2 / 0.5 h / -15 °C 5: NaOMe / tetrahydrofuran; methanol / 19 h / Ambient temperature 6: NH2NH2 / 20 percent Pd(OH)2/C / methanol / 19 h / Heating 7: H2 / 20 percent Pd(OH)2/C / acetic acid; H2O / 22 h / 760 Torr / Ambient temperature View Scheme
参考文献
Greenberg, William A.; Priestley, E. Scott; Sears, Pamela S.; Alper, Phil B.; Rosenbohm, Christoph; Hendrix, Martin; Hung, Shang-Cheng; Wong, Chi-Huey
Journal of the American Chemical Society, 1999 , vol. 121, # 28 p. 6527 - 6541
反应条件
1: TfN3, Et3N, CuSO4 / CH2Cl2; methanol / 21 h / Ambient temperature 2: pyridine, DMAP / 23 h / Ambient temperature 3: 71 percent / Novozym 435 (Candida antarctica lipase), sodium phosphate buffer (pH 6.2) / toluene / 72 h / Ambient temperature 4: TfOH, NIS / diethyl ether; CH2Cl2 / 0.5 h / -15 °C 5: NaOMe / tetrahydrofuran; methanol / 19 h / Ambient temperature 6: NH2NH2 / 20 percent Pd(OH)2/C / methanol / 19 h / Heating 7: H2 / 20 percent Pd(OH)2/C / acetic acid; H2O / 22 h / 760 Torr / Ambient temperature View Scheme
参考文献
Greenberg, William A.; Priestley, E. Scott; Sears, Pamela S.; Alper, Phil B.; Rosenbohm, Christoph; Hendrix, Martin; Hung, Shang-Cheng; Wong, Chi-Huey
Journal of the American Chemical Society, 1999 , vol. 121, # 28 p. 6527 - 6541
反应条件
1: 71 percent / Novozym 435 (Candida antarctica lipase), sodium phosphate buffer (pH 6.2) / toluene / 72 h / Ambient temperature 2: TfOH, NIS / diethyl ether; CH2Cl2 / 0.5 h / -15 °C 3: NaOMe / tetrahydrofuran; methanol / 19 h / Ambient temperature 4: NH2NH2 / 20 percent Pd(OH)2/C / methanol / 19 h / Heating 5: H2 / 20 percent Pd(OH)2/C / acetic acid; H2O / 22 h / 760 Torr / Ambient temperature View Scheme
参考文献
Greenberg, William A.; Priestley, E. Scott; Sears, Pamela S.; Alper, Phil B.; Rosenbohm, Christoph; Hendrix, Martin; Hung, Shang-Cheng; Wong, Chi-Huey
Journal of the American Chemical Society, 1999 , vol. 121, # 28 p. 6527 - 6541
反应条件
1: pyridine, DMAP / 23 h / Ambient temperature 2: 71 percent / Novozym 435 (Candida antarctica lipase), sodium phosphate buffer (pH 6.2) / toluene / 72 h / Ambient temperature 3: TfOH, NIS / diethyl ether; CH2Cl2 / 0.5 h / -15 °C 4: NaOMe / tetrahydrofuran; methanol / 19 h / Ambient temperature 5: NH2NH2 / 20 percent Pd(OH)2/C / methanol / 19 h / Heating 6: H2 / 20 percent Pd(OH)2/C / acetic acid; H2O / 22 h / 760 Torr / Ambient temperature View Scheme
参考文献
Greenberg, William A.; Priestley, E. Scott; Sears, Pamela S.; Alper, Phil B.; Rosenbohm, Christoph; Hendrix, Martin; Hung, Shang-Cheng; Wong, Chi-Huey
Journal of the American Chemical Society, 1999 , vol. 121, # 28 p. 6527 - 6541
反应条件
1: 57 percent / NaH / dimethylformamide / 4.5 h / 0 - 20 °C 2: TfOH, NIS / diethyl ether; CH2Cl2 / 0.5 h / -15 °C 3: NaOMe / tetrahydrofuran; methanol / 19 h / Ambient temperature 4: NH2NH2 / 20 percent Pd(OH)2/C / methanol / 19 h / Heating 5: H2 / 20 percent Pd(OH)2/C / acetic acid; H2O / 22 h / 760 Torr / Ambient temperature View Scheme
参考文献
Greenberg, William A.; Priestley, E. Scott; Sears, Pamela S.; Alper, Phil B.; Rosenbohm, Christoph; Hendrix, Martin; Hung, Shang-Cheng; Wong, Chi-Huey
Journal of the American Chemical Society, 1999 , vol. 121, # 28 p. 6527 - 6541
反应条件
1: TfOH, NIS / diethyl ether; CH2Cl2 / 0.5 h / -15 °C 2: NaOMe / tetrahydrofuran; methanol / 19 h / Ambient temperature 3: NH2NH2 / 20 percent Pd(OH)2/C / methanol / 19 h / Heating 4: H2 / 20 percent Pd(OH)2/C / acetic acid; H2O / 22 h / 760 Torr / Ambient temperature View Scheme
参考文献
Greenberg, William A.; Priestley, E. Scott; Sears, Pamela S.; Alper, Phil B.; Rosenbohm, Christoph; Hendrix, Martin; Hung, Shang-Cheng; Wong, Chi-Huey
Journal of the American Chemical Society, 1999 , vol. 121, # 28 p. 6527 - 6541
反应条件
1: 90 percent / NaN3 / dimethylformamide / 5 h / 80 °C 2: 57 percent / NaH / dimethylformamide / 4.5 h / 0 - 20 °C 3: TfOH, NIS / diethyl ether; CH2Cl2 / 0.5 h / -15 °C 4: NaOMe / tetrahydrofuran; methanol / 19 h / Ambient temperature 5: NH2NH2 / 20 percent Pd(OH)2/C / methanol / 19 h / Heating 6: H2 / 20 percent Pd(OH)2/C / acetic acid; H2O / 22 h / 760 Torr / Ambient temperature View Scheme
参考文献
Greenberg, William A.; Priestley, E. Scott; Sears, Pamela S.; Alper, Phil B.; Rosenbohm, Christoph; Hendrix, Martin; Hung, Shang-Cheng; Wong, Chi-Huey
Journal of the American Chemical Society, 1999 , vol. 121, # 28 p. 6527 - 6541
反应条件
1: TfOH, NIS / diethyl ether; CH2Cl2 / 0.5 h / -15 °C 2: NaOMe / tetrahydrofuran; methanol / 19 h / Ambient temperature 3: NH2NH2 / 20 percent Pd(OH)2/C / methanol / 19 h / Heating 4: H2 / 20 percent Pd(OH)2/C / acetic acid; H2O / 22 h / 760 Torr / Ambient temperature View Scheme
参考文献
Greenberg, William A.; Priestley, E. Scott; Sears, Pamela S.; Alper, Phil B.; Rosenbohm, Christoph; Hendrix, Martin; Hung, Shang-Cheng; Wong, Chi-Huey
Journal of the American Chemical Society, 1999 , vol. 121, # 28 p. 6527 - 6541
反应条件
1: NH2NH2 / 20 percent Pd(OH)2/C / methanol / 19 h / Heating 2: H2 / 20 percent Pd(OH)2/C / acetic acid; H2O / 22 h / 760 Torr / Ambient temperature View Scheme
参考文献
Greenberg, William A.; Priestley, E. Scott; Sears, Pamela S.; Alper, Phil B.; Rosenbohm, Christoph; Hendrix, Martin; Hung, Shang-Cheng; Wong, Chi-Huey
Journal of the American Chemical Society, 1999 , vol. 121, # 28 p. 6527 - 6541
反应条件
1: NaOMe / tetrahydrofuran; methanol / 19 h / Ambient temperature 2: NH2NH2 / 20 percent Pd(OH)2/C / methanol / 19 h / Heating 3: H2 / 20 percent Pd(OH)2/C / acetic acid; H2O / 22 h / 760 Torr / Ambient temperature View Scheme
参考文献
Greenberg, William A.; Priestley, E. Scott; Sears, Pamela S.; Alper, Phil B.; Rosenbohm, Christoph; Hendrix, Martin; Hung, Shang-Cheng; Wong, Chi-Huey
Journal of the American Chemical Society, 1999 , vol. 121, # 28 p. 6527 - 6541
