2-甲基-2-丙基(3-氨基丙基)[4-({[(2-甲基-2-丙基)氧基]羰基}[3-({[(2-甲基-2-丙基)氧基]羰基}氨基)丙基]氨基)丁基]氨基甲酸酯合成路线 （共 15 条）
反应条件
1: 100 percent / methanol / 12 h / Ambient temperature 2: 85 percent / CH2Cl2 / 1.5 h / Ambient temperature 3: H2 / Pd(OH)2/C / acetic acid / 2 h / 2585.7 Torr 4: methanol / 12 h / Ambient temperature 5: H2 / Pd(OH)2/C / acetic acid / 2 h / 2585.7 Torr 6: 1.) N-hydroxysuccinimide, dicyclohexylcarbodiimide (DCC) / 1.) CH2Cl2, 5 h, 2.) 72 h 7: 1.) 2-(phenylsulfonyl)-3-phenyloxaziridine, 2.) NaBH3CN / 1.) CH2Cl2, 30 min, 2.) acetic acid, 3 h 8: 100 percent / trifluoroacetic acid / 3 h / Ambient temperature View Scheme
参考文献
Jasys, V. John; Kelbaugh, Paul B.; Nason, Deane M.; Phillips, Douglas; Rosnack, Kenneth J.; Saccomano, Nicholas A.; Stroh, Justin G.; Volkmann, Robert A.
Journal of the American Chemical Society, 1990 , vol. 112, # 18 p. 6696 - 6704
反应条件
1: 100 percent / methanol / 12 h / Ambient temperature 2: 85 percent / CH2Cl2 / 1.5 h / Ambient temperature 3: H2 / Pd(OH)2/C / acetic acid / 2 h / 2585.7 Torr 4: methanol / 12 h / Ambient temperature 5: H2 / Pd(OH)2/C / acetic acid / 2 h / 2585.7 Torr 6: 1.) N-hydroxysuccinimide, dicyclohexylcarbodiimide (DCC) / 1.) CH2Cl2, 3 h, 2.) RT, 12 h 7: 1.) 85percent 3-chloroperoxybenzoic acid, 2.) NaBH3CN / 1.) acetone, 0 deg C, 30 min, 2.) acetic acid, 12 h 8: 95 percent / trifluoroacetc acid / CH2Cl2 / 1 h / Ambient temperature View Scheme
参考文献
Jasys, V. John; Kelbaugh, Paul B.; Nason, Deane M.; Phillips, Douglas; Rosnack, Kenneth J.; Saccomano, Nicholas A.; Stroh, Justin G.; Volkmann, Robert A.
Journal of the American Chemical Society, 1990 , vol. 112, # 18 p. 6696 - 6704
反应条件
1: 100 percent / methanol / 12 h / Ambient temperature 2: H2 / Pd(OH)2/C / acetic acid / 2 h / 2585.7 Torr 3: 1.) N-hydroxysuccinimide, dicyclohexylcarbodiimide (DCC) / 1.) CH2Cl2, 5 h, 2.) 72 h 4: 1.) 2-(phenylsulfonyl)-3-phenyloxaziridine, 2.) NaBH3CN / 1.) CH2Cl2, 30 min, 2.) acetic acid, 3 h 5: HCl / dioxane View Scheme
参考文献
Jasys, V. John; Kelbaugh, Paul B.; Nason, Deane M.; Phillips, Douglas; Rosnack, Kenneth J.; Saccomano, Nicholas A.; Stroh, Justin G.; Volkmann, Robert A.
Journal of the American Chemical Society, 1990 , vol. 112, # 18 p. 6696 - 6704
反应条件
1: N,N'-bis(3-aminopropyl)-1,4-butanediamine With ethyl-α,α,α-trifluoroacetate in methanol
T=-70 - 0°C;
2: di-tert-butyl dicarbonate in methanol
T=20°C; 12 h;
3: With sodium hydroxide in methanol; water
T=20°C; 12 h; Further stages.;
参考文献
Kim, Jeonghan; Kim, Youngkook; Baek, Kangkyun; Ko, Young Ho; Kim, Dongwoo; Kim, Kimoon
Tetrahedron, 2008 , vol. 64, # 36 p. 8389 - 8393
反应条件
water; potassium carbonate in methanol
T=0 - 20°C; Inert atmosphere;
参考文献
Zhang, Liuyin; Lee, Hee-Kyoung; Pruess, Timothy H.; White, H. Steve; Bulaj, Grzegorz
Journal of Medicinal Chemistry, 2009 , vol. 52, # 6 p. 1514 - 1517
反应条件
1: methanol / 24 h
2: 87 percent / H2; aq. NaOH / Raney-Ni / ethanol; tetrahydrofuran / 7 h / 20 °C
3: 36 percent / tetrahydrofuran / 4 h
View Scheme
参考文献
Bueno, G. Jimenez; Klimkait; Gilbert; Simons
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 1 p. 87 - 94
反应条件
1: 60 percent / KF/Celite / acetonitrile / 1.) RT, 16 h, 2.) 70 deg C, 24 h
2: 96 percent / CH2Cl2 / 68 h / Ambient temperature
3: 95 percent / H2 / Pd(OH)2/C / acetic acid / 2 h / 2585.7 Torr
View Scheme
参考文献
Jasys, V. John; Kelbaugh, Paul B.; Nason, Deane M.; Phillips, Douglas; Rosnack, Kenneth J.; Saccomano, Nicholas A.; Stroh, Justin G.; Volkmann, Robert A.
Journal of the American Chemical Society, 1990 , vol. 112, # 18 p. 6696 - 6704
反应条件
1: methanol / 1 h / -78 - 0 °C
2: 1 h / 0 - 25 °C
3: conc. aq. NH3 / pH 11
View Scheme
参考文献
Blagbrough, Ian S.; Al-Hadithi, Dima; Geall, Andrew J.
Pharmacy and Pharmacology Communications, 1999 , vol. 5, # 3 p. 139 - 144
反应条件
1: 1 h / 0 - 25 °C
2: conc. aq. NH3 / pH 11
View Scheme
参考文献
Blagbrough, Ian S.; Al-Hadithi, Dima; Geall, Andrew J.
Pharmacy and Pharmacology Communications, 1999 , vol. 5, # 3 p. 139 - 144
反应条件
1: methanol / 24 h
2: 87 percent / H2; aq. NaOH / Raney-Ni / ethanol; tetrahydrofuran / 7 h / 20 °C
3: 36 percent / tetrahydrofuran / 4 h
View Scheme
参考文献
Bueno, G. Jimenez; Klimkait; Gilbert; Simons
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 1 p. 87 - 94
