(2s,4r)-1,2-二苄氧羰基-4-羟基吡咯烷合成路线 (共 15 条)
反应条件
1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 24 h / 0 - 20 °C 2: sodium azide / 18 h / 36 °C View Scheme
参考文献
Freund, Matthias H.; Tsogoeva, Svetlana B.
Synlett, 2011 , # 4 p. 503 - 507
反应条件
1: 1.) EtO2CN=NCOOEt, Ph3P, 2.) aq. NaOH / 1.) HCO2H, THF, from 0 deg C to r.t., 18 h; 2.) 1,4-dioxane, 0 deg C, 0.25 h 2: 68 percent / H2 / Pd/C / ethanol / 2 h / 760 Torr / Ambient temperature 3: 81 percent / aqueous NaHCO3 / 3 h / from 0 deg C to r.t. View Scheme
参考文献
Brown, Allan G.; Moss, Stephen F.; Southgate, Robert
Tetrahedron Letters, 1994 , vol. 35, # 3 p. 451 - 454
反应条件
1: 100 percent / imidazole / dimethylformamide / 12 h / 20 °C 2: 99 percent / H2 / Pd/C / methanol / 12 h / 20 °C / atmospheric pressure View Scheme
参考文献
Freund, Matthias H.; Tsogoeva, Svetlana B.
Synlett, 2011 , # 4 p. 503 - 507
反应条件
1.1: 82 percent / DMSO; (CF3CO)2O; Et3N / CH2Cl2 / -78 - 20 °C 2.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C 2.2: tetrahydrofuran / -78 - 20 °C 3.1: H2 / Pd/C View Scheme
参考文献
Ganorkar, Rakesh; Natarajan, Amarnath; Mamai, Ahmed; Madalengoitia, Jose S.
Journal of Organic Chemistry, 2006 , vol. 71, # 13 p. 5004 - 5007
反应条件
1.1: 82 percent / DMSO; (CF3CO)2O; Et3N / CH2Cl2 / -78 - 20 °C
2.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C
2.2: tetrahydrofuran / -78 - 20 °C
3.1: H2 / Pd/C / ethyl acetate
View Scheme
参考文献
Ganorkar, Rakesh; Natarajan, Amarnath; Mamai, Ahmed; Madalengoitia, Jose S.
Journal of Organic Chemistry, 2006 , vol. 71, # 13 p. 5004 - 5007