(2S,4S)-1,2-二苄氧羰基-4-羟基吡咯烷合成路线 (共 13 条)
反应条件
1: With formic acid; triphenylphosphine; diethylazodicarboxylate in tetrahydrofuran T=0 - 20°C; Mitsunobu reaction; 18 h; 2: With sodium hydroxide in 1,4-dioxane T=0°C; 0.25 h; Further stages.;
参考文献
Huang, Junmin; Zhang, Xiaotong; Armstrong, Daniel W.
Angewandte Chemie - International Edition, 2007 , vol. 46, # 47 p. 9073 - 9077
反应条件
sodium hydrogencarbonate in water; acetone T=20°C;
参考文献
Agarkov, Anton; Greenfield, Scott J.; Ohishi, Takahiro; Collibee, Scott E.; Gilbertson, Scott R.
Journal of Organic Chemistry, 2004 , vol. 69, # 23 p. 8077 - 8085
反应条件
PhCH2OLi in benzyl alcohol 0.5 h; Ambient temperature;
参考文献
Barrett, Anthony G. M.; Pilipauskas, Daniel
Journal of Organic Chemistry, 1991 , vol. 56, # 8 p. 2787 - 2800
反应条件
1: 86 percent / aqueous NaHCO3 / 3 h / from 0 deg C to r.t. 2: 84 percent / K2CO3 / dimethylformamide / 2 h / 0 °C 3: 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 View Scheme
参考文献
Tetrahedron Letters, , vol. 35, # 3 p. 451 - 454
反应条件
1: 86 percent / aqueous NaHCO3 / 3 h / from 0 deg C to r.t. 2: 84 percent / K2CO3 / dimethylformamide / 2 h / 0 °C 3: 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 View Scheme
参考文献
Tetrahedron Letters, , vol. 35, # 3 p. 451 - 454
反应条件
1: 84 percent / K2CO3 / dimethylformamide / 2 h / 0 °C 2: 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 View Scheme
参考文献
Tetrahedron Letters, , vol. 35, # 3 p. 451 - 454
反应条件
sodium azide; 15-crown-5
参考文献
Liu, Fa; Stephen, Andrew G.; Fisher, Robert J.; Burke Jr., Terrence R.
Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 3 p. 1096 - 1101
反应条件
sodium azide T=36°C; 18 h; optical yield given as percent de;
参考文献
Synlett, , # 4 p. 503 - 507
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
Synlett, , # 4 p. 503 - 507
反应条件
1: sodium hydrogencarbonate / 1,4-dioxane; water / 17 h / 20 °C 2: sodium hydrogencarbonate / N,N-dimethyl-formamide / 20 h / 20 °C 3: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 24 h / 0 - 20 °C 4: sodium azide / 18 h / 36 °C View Scheme
参考文献
Synlett, , # 4 p. 503 - 507