7-((1,6-二氢-7-((4,5,8,8a-四氢-7-甲基-4-氧代环丙(c)吡咯并(3,2-e)吲哚-2(1H)-基)羰基)苯并(1,2-b:4,3-b')二吡咯-3(2H)-基)羰基)-1,6-二氢苯并(1,2-b:4,3-b')二吡咯-3(2H)-酮合成路线 （共 8 条）
→
114251-19-37-((1,6-二氢-7-((4,5,8,8a-四氢-7-甲基-4-氧代环丙(c)吡咯并(3,2-e)吲哚-2(1H)-基)羰基)苯并(1,2-b:4,3-b')二吡咯-3(2H)-基)羰基)-1,6-二氢苯并(1,2-b:4,3-b')二吡咯-3(2H)-酮
反应条件
triethylamine in water; acetonitrile
0.5 h; Yield given;
参考文献
Hurley; Warpehoski; Lee; McGovren; Scahill; Kelly; Mitchell; Wicnienski; Gebhard; Johnson; Bradford
Journal of the American Chemical Society, 1990 , vol. 112, # 12 p. 4633 - 4649
→
114251-19-37-((1,6-二氢-7-((4,5,8,8a-四氢-7-甲基-4-氧代环丙(c)吡咯并(3,2-e)吲哚-2(1H)-基)羰基)苯并(1,2-b:4,3-b')二吡咯-3(2H)-基)羰基)-1,6-二氢苯并(1,2-b:4,3-b')二吡咯-3(2H)-酮
反应条件
1: 95 percent / Et3N / tetrahydrofuran / 24 h / Ambient temperature
2: 89 percent / LiOH / dimethylformamide; pyridine / 60 - 70 °C
3: 1.) HCl; 2.) EDC / 1.) EtOAc, 25 deg C, 15-30 min; 2.) DMF, 25 deg C, 24 h
4: HCl / ethyl acetate / 0.5 h / Ambient temperature
5: 1.) EDC; 2.) Et3N / 1.) DMF, 25 deg C, 24 h; 2.) acetonitrile, water, r.t.
View Scheme
参考文献
Warpehoski; Bradford
Tetrahedron Letters, 1988 , vol. 29, # 2 p. 131 - 134
→
114251-19-37-((1,6-二氢-7-((4,5,8,8a-四氢-7-甲基-4-氧代环丙(c)吡咯并(3,2-e)吲哚-2(1H)-基)羰基)苯并(1,2-b:4,3-b')二吡咯-3(2H)-基)羰基)-1,6-二氢苯并(1,2-b:4,3-b')二吡咯-3(2H)-酮
反应条件
1: 1.) HCl; 2.) EDC / 1.) EtOAc, 25 deg C, 15-30 min; 2.) DMF, 25 deg C, 24 h
2: HCl / ethyl acetate / 0.5 h / Ambient temperature
3: 1.) EDC; 2.) Et3N / 1.) DMF, 25 deg C, 24 h; 2.) acetonitrile, water, r.t.
View Scheme
参考文献
Warpehoski; Bradford
Tetrahedron Letters, 1988 , vol. 29, # 2 p. 131 - 134
→
114251-19-37-((1,6-二氢-7-((4,5,8,8a-四氢-7-甲基-4-氧代环丙(c)吡咯并(3,2-e)吲哚-2(1H)-基)羰基)苯并(1,2-b:4,3-b')二吡咯-3(2H)-基)羰基)-1,6-二氢苯并(1,2-b:4,3-b')二吡咯-3(2H)-酮
反应条件
1: 1.) HCl; 2.) EDC / 1.) EtOAc, 25 deg C, 15-30 min; 2.) DMF, 25 deg C, 24 h
2: HCl / ethyl acetate / 0.5 h / Ambient temperature
3: 1.) EDC; 2.) Et3N / 1.) DMF, 25 deg C, 24 h; 2.) acetonitrile, water, r.t.
View Scheme
参考文献
Warpehoski; Bradford
Tetrahedron Letters, 1988 , vol. 29, # 2 p. 131 - 134
→
114251-19-37-((1,6-二氢-7-((4,5,8,8a-四氢-7-甲基-4-氧代环丙(c)吡咯并(3,2-e)吲哚-2(1H)-基)羰基)苯并(1,2-b:4,3-b')二吡咯-3(2H)-基)羰基)-1,6-二氢苯并(1,2-b:4,3-b')二吡咯-3(2H)-酮
反应条件
1: HCl
2: 1.) HCl; 2.) EDC / 1.) EtOAc, 25 deg C, 15-30 min; 2.) DMF, 25 deg C, 24 h
3: HCl / ethyl acetate / 0.5 h / Ambient temperature
4: 1.) EDC; 2.) Et3N / 1.) DMF, 25 deg C, 24 h; 2.) acetonitrile, water, r.t.
View Scheme
参考文献
Warpehoski; Bradford
Tetrahedron Letters, 1988 , vol. 29, # 2 p. 131 - 134
→
114251-19-37-((1,6-二氢-7-((4,5,8,8a-四氢-7-甲基-4-氧代环丙(c)吡咯并(3,2-e)吲哚-2(1H)-基)羰基)苯并(1,2-b:4,3-b')二吡咯-3(2H)-基)羰基)-1,6-二氢苯并(1,2-b:4,3-b')二吡咯-3(2H)-酮
反应条件
1: HCl / ethyl acetate / 0.5 h / Ambient temperature
2: 1.) EDC; 2.) Et3N / 1.) DMF, 25 deg C, 24 h; 2.) acetonitrile, water, r.t.
View Scheme
参考文献
Warpehoski; Bradford
Tetrahedron Letters, 1988 , vol. 29, # 2 p. 131 - 134
→
114251-19-37-((1,6-二氢-7-((4,5,8,8a-四氢-7-甲基-4-氧代环丙(c)吡咯并(3,2-e)吲哚-2(1H)-基)羰基)苯并(1,2-b:4,3-b')二吡咯-3(2H)-基)羰基)-1,6-二氢苯并(1,2-b:4,3-b')二吡咯-3(2H)-酮+
反应条件
N'-(3-dimethylaminopropyl)-N-ethylcarbodiimide in N,N-dimethyl-formamide
24 h; Ambient temperature; Title compound not separated from byproducts;
参考文献
Warpehoski; Bradford
Tetrahedron Letters, 1988 , vol. 29, # 2 p. 131 - 134
→
114251-19-37-((1,6-二氢-7-((4,5,8,8a-四氢-7-甲基-4-氧代环丙(c)吡咯并(3,2-e)吲哚-2(1H)-基)羰基)苯并(1,2-b:4,3-b')二吡咯-3(2H)-基)羰基)-1,6-二氢苯并(1,2-b:4,3-b')二吡咯-3(2H)-酮
反应条件
Yield given. Multistep reaction;
参考文献
Warpehoski; Bradford
Tetrahedron Letters, 1988 , vol. 29, # 2 p. 131 - 134
