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乙二醇
甲醛
63148-62-9
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丁酮
二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
11-羟基他波宁
合成路线
（共 19 条）
287980-14-7
→
反应条件
22149-28-6
11-羟基他波宁
反应条件
potassium hydroxide in methanol T=80°C; Hydrolysis; 0.75 h;
参考文献
Han-Ya, Yuki; Tokuyama, Hidetoshi; Fukuyama, Tohru
Angewandte Chemie - International Edition, 2011 , vol. 50, # 21 p. 4884 - 4887
20455-07-6
对硝基苯基甲烷磺酸酯
→
反应条件
22149-28-6
11-羟基他波宁
反应条件
1.1: H2 / 10 percent Pd/C / methanol / 1 h / 20 °C 2.1: 0.33 h / 70 °C 3.1: HNO3 / 0.5 h / 0 °C 4.1: HCl / methanol / 2 h / 70 °C 5.1: NaNO2; aq. HCl / ethyl acetate / -15 °C 5.2: KI / ethyl acetate / 0.25 h / -15 °C 6.1: 83 percent / BnEt3NCl / Pd(OAc)2 / dimethylformamide / 2 h / 50 °C 7.1: NaBH4 / methanol / 0.5 h / -15 °C 8.1: pyridine / 0.25 h / 20 °C 9.1: Zn; AcOH / CH2Cl2 / 0.5 h / 20 °C 10.1: Ac2O / CH2Cl2 / 0.5 h / 0 °C 11.1: 89 percent / POCl3; pyridine / CH2Cl2 / 0.67 h / 0 °C 12.1: n-Bu3SnH; AIBN / acetonitrile / 0.5 h / 80 °C 12.2: I2 / acetonitrile / 0.33 h / 20 °C 13.1: Et3N; DMAP / acetonitrile / 1 h / 20 °C 14.1: Ph3As; CuI / BnPd(PPh3)2Cl / hexamethylphosphoric acid triamide; dimethylformamide / 3.5 h / 85 °C 15.1: Na2CO3; H2O / methanol / 2 h / 20 °C 16.1: 89 percent / diethyl azodicarboxylate; PPh3 / benzene; toluene / 0.5 h / 20 °C 17.1: TFA / CH2Cl2 / 0.25 h / 20 °C 18.1: pyrrolidine / methanol; acetonitrile / 0.08 h / 20 °C 19.1: pyrrolidine / methanol; acetonitrile / 4 h / Heating 20.1: 88 percent / PPh3 / CCl4; acetonitrile / 0.5 h / 70 °C 21.1: KOH / methanol / 0.75 h / 80 °C View Scheme
参考文献
Kobayashi, Satoshi; Ueda, Toshihiro; Fukuyama, Tohru
Synlett, 2000 , # 6 p. 883 - 886
24690-19-5
4-氨基苯酚甲磺酸酯
→
反应条件
22149-28-6
11-羟基他波宁
反应条件
1.1: 0.33 h / 70 °C 2.1: HNO3 / 0.5 h / 0 °C 3.1: HCl / methanol / 2 h / 70 °C 4.1: NaNO2; aq. HCl / ethyl acetate / -15 °C 4.2: KI / ethyl acetate / 0.25 h / -15 °C 5.1: 83 percent / BnEt3NCl / Pd(OAc)2 / dimethylformamide / 2 h / 50 °C 6.1: NaBH4 / methanol / 0.5 h / -15 °C 7.1: pyridine / 0.25 h / 20 °C 8.1: Zn; AcOH / CH2Cl2 / 0.5 h / 20 °C 9.1: Ac2O / CH2Cl2 / 0.5 h / 0 °C 10.1: 89 percent / POCl3; pyridine / CH2Cl2 / 0.67 h / 0 °C 11.1: n-Bu3SnH; AIBN / acetonitrile / 0.5 h / 80 °C 11.2: I2 / acetonitrile / 0.33 h / 20 °C 12.1: Et3N; DMAP / acetonitrile / 1 h / 20 °C 13.1: Ph3As; CuI / BnPd(PPh3)2Cl / hexamethylphosphoric acid triamide; dimethylformamide / 3.5 h / 85 °C 14.1: Na2CO3; H2O / methanol / 2 h / 20 °C 15.1: 89 percent / diethyl azodicarboxylate; PPh3 / benzene; toluene / 0.5 h / 20 °C 16.1: TFA / CH2Cl2 / 0.25 h / 20 °C 17.1: pyrrolidine / methanol; acetonitrile / 0.08 h / 20 °C 18.1: pyrrolidine / methanol; acetonitrile / 4 h / Heating 19.1: 88 percent / PPh3 / CCl4; acetonitrile / 0.5 h / 70 °C 20.1: KOH / methanol / 0.75 h / 80 °C View Scheme
参考文献
Kobayashi, Satoshi; Ueda, Toshihiro; Fukuyama, Tohru
Synlett, 2000 , # 6 p. 883 - 886
22821-80-3
4'-甲基磺酰乙酰苯胺
→
反应条件
22149-28-6
11-羟基他波宁
反应条件
1.1: HNO3 / 0.5 h / 0 °C 2.1: HCl / methanol / 2 h / 70 °C 3.1: NaNO2; aq. HCl / ethyl acetate / -15 °C 3.2: KI / ethyl acetate / 0.25 h / -15 °C 4.1: 83 percent / BnEt3NCl / Pd(OAc)2 / dimethylformamide / 2 h / 50 °C 5.1: NaBH4 / methanol / 0.5 h / -15 °C 6.1: pyridine / 0.25 h / 20 °C 7.1: Zn; AcOH / CH2Cl2 / 0.5 h / 20 °C 8.1: Ac2O / CH2Cl2 / 0.5 h / 0 °C 9.1: 89 percent / POCl3; pyridine / CH2Cl2 / 0.67 h / 0 °C 10.1: n-Bu3SnH; AIBN / acetonitrile / 0.5 h / 80 °C 10.2: I2 / acetonitrile / 0.33 h / 20 °C 11.1: Et3N; DMAP / acetonitrile / 1 h / 20 °C 12.1: Ph3As; CuI / BnPd(PPh3)2Cl / hexamethylphosphoric acid triamide; dimethylformamide / 3.5 h / 85 °C 13.1: Na2CO3; H2O / methanol / 2 h / 20 °C 14.1: 89 percent / diethyl azodicarboxylate; PPh3 / benzene; toluene / 0.5 h / 20 °C 15.1: TFA / CH2Cl2 / 0.25 h / 20 °C 16.1: pyrrolidine / methanol; acetonitrile / 0.08 h / 20 °C 17.1: pyrrolidine / methanol; acetonitrile / 4 h / Heating 18.1: 88 percent / PPh3 / CCl4; acetonitrile / 0.5 h / 70 °C 19.1: KOH / methanol / 0.75 h / 80 °C View Scheme
参考文献
Kobayashi, Satoshi; Ueda, Toshihiro; Fukuyama, Tohru
Synlett, 2000 , # 6 p. 883 - 886
287980-04-5
→
反应条件
22149-28-6
11-羟基他波宁
反应条件
1.1: 83 percent / BnEt3NCl / Pd(OAc)2 / dimethylformamide / 2 h / 50 °C 2.1: NaBH4 / methanol / 0.5 h / -15 °C 3.1: pyridine / 0.25 h / 20 °C 4.1: Zn; AcOH / CH2Cl2 / 0.5 h / 20 °C 5.1: Ac2O / CH2Cl2 / 0.5 h / 0 °C 6.1: 89 percent / POCl3; pyridine / CH2Cl2 / 0.67 h / 0 °C 7.1: n-Bu3SnH; AIBN / acetonitrile / 0.5 h / 80 °C 7.2: I2 / acetonitrile / 0.33 h / 20 °C 8.1: Et3N; DMAP / acetonitrile / 1 h / 20 °C 9.1: Ph3As; CuI / BnPd(PPh3)2Cl / hexamethylphosphoric acid triamide; dimethylformamide / 3.5 h / 85 °C 10.1: Na2CO3; H2O / methanol / 2 h / 20 °C 11.1: 89 percent / diethyl azodicarboxylate; PPh3 / benzene; toluene / 0.5 h / 20 °C 12.1: TFA / CH2Cl2 / 0.25 h / 20 °C 13.1: pyrrolidine / methanol; acetonitrile / 0.08 h / 20 °C 14.1: pyrrolidine / methanol; acetonitrile / 4 h / Heating 15.1: 88 percent / PPh3 / CCl4; acetonitrile / 0.5 h / 70 °C 16.1: KOH / methanol / 0.75 h / 80 °C View Scheme
参考文献
Kobayashi, Satoshi; Ueda, Toshihiro; Fukuyama, Tohru
Synlett, 2000 , # 6 p. 883 - 886
1026703-12-7
→
反应条件
22149-28-6
11-羟基他波宁
反应条件
1.1: NaNO2; aq. HCl / ethyl acetate / -15 °C 1.2: KI / ethyl acetate / 0.25 h / -15 °C 2.1: 83 percent / BnEt3NCl / Pd(OAc)2 / dimethylformamide / 2 h / 50 °C 3.1: NaBH4 / methanol / 0.5 h / -15 °C 4.1: pyridine / 0.25 h / 20 °C 5.1: Zn; AcOH / CH2Cl2 / 0.5 h / 20 °C 6.1: Ac2O / CH2Cl2 / 0.5 h / 0 °C 7.1: 89 percent / POCl3; pyridine / CH2Cl2 / 0.67 h / 0 °C 8.1: n-Bu3SnH; AIBN / acetonitrile / 0.5 h / 80 °C 8.2: I2 / acetonitrile / 0.33 h / 20 °C 9.1: Et3N; DMAP / acetonitrile / 1 h / 20 °C 10.1: Ph3As; CuI / BnPd(PPh3)2Cl / hexamethylphosphoric acid triamide; dimethylformamide / 3.5 h / 85 °C 11.1: Na2CO3; H2O / methanol / 2 h / 20 °C 12.1: 89 percent / diethyl azodicarboxylate; PPh3 / benzene; toluene / 0.5 h / 20 °C 13.1: TFA / CH2Cl2 / 0.25 h / 20 °C 14.1: pyrrolidine / methanol; acetonitrile / 0.08 h / 20 °C 15.1: pyrrolidine / methanol; acetonitrile / 4 h / Heating 16.1: 88 percent / PPh3 / CCl4; acetonitrile / 0.5 h / 70 °C 17.1: KOH / methanol / 0.75 h / 80 °C View Scheme
参考文献
Kobayashi, Satoshi; Ueda, Toshihiro; Fukuyama, Tohru
Synlett, 2000 , # 6 p. 883 - 886
287980-05-6
→
反应条件
22149-28-6
11-羟基他波宁
反应条件
1.1: NaBH4 / methanol / 0.5 h / -15 °C 2.1: pyridine / 0.25 h / 20 °C 3.1: Zn; AcOH / CH2Cl2 / 0.5 h / 20 °C 4.1: Ac2O / CH2Cl2 / 0.5 h / 0 °C 5.1: 89 percent / POCl3; pyridine / CH2Cl2 / 0.67 h / 0 °C 6.1: n-Bu3SnH; AIBN / acetonitrile / 0.5 h / 80 °C 6.2: I2 / acetonitrile / 0.33 h / 20 °C 7.1: Et3N; DMAP / acetonitrile / 1 h / 20 °C 8.1: Ph3As; CuI / BnPd(PPh3)2Cl / hexamethylphosphoric acid triamide; dimethylformamide / 3.5 h / 85 °C 9.1: Na2CO3; H2O / methanol / 2 h / 20 °C 10.1: 89 percent / diethyl azodicarboxylate; PPh3 / benzene; toluene / 0.5 h / 20 °C 11.1: TFA / CH2Cl2 / 0.25 h / 20 °C 12.1: pyrrolidine / methanol; acetonitrile / 0.08 h / 20 °C 13.1: pyrrolidine / methanol; acetonitrile / 4 h / Heating 14.1: 88 percent / PPh3 / CCl4; acetonitrile / 0.5 h / 70 °C 15.1: KOH / methanol / 0.75 h / 80 °C View Scheme
参考文献
Kobayashi, Satoshi; Ueda, Toshihiro; Fukuyama, Tohru
Synlett, 2000 , # 6 p. 883 - 886
287980-03-4
→
反应条件
22149-28-6
11-羟基他波宁
反应条件
1.1: HCl / methanol / 2 h / 70 °C 2.1: NaNO2; aq. HCl / ethyl acetate / -15 °C 2.2: KI / ethyl acetate / 0.25 h / -15 °C 3.1: 83 percent / BnEt3NCl / Pd(OAc)2 / dimethylformamide / 2 h / 50 °C 4.1: NaBH4 / methanol / 0.5 h / -15 °C 5.1: pyridine / 0.25 h / 20 °C 6.1: Zn; AcOH / CH2Cl2 / 0.5 h / 20 °C 7.1: Ac2O / CH2Cl2 / 0.5 h / 0 °C 8.1: 89 percent / POCl3; pyridine / CH2Cl2 / 0.67 h / 0 °C 9.1: n-Bu3SnH; AIBN / acetonitrile / 0.5 h / 80 °C 9.2: I2 / acetonitrile / 0.33 h / 20 °C 10.1: Et3N; DMAP / acetonitrile / 1 h / 20 °C 11.1: Ph3As; CuI / BnPd(PPh3)2Cl / hexamethylphosphoric acid triamide; dimethylformamide / 3.5 h / 85 °C 12.1: Na2CO3; H2O / methanol / 2 h / 20 °C 13.1: 89 percent / diethyl azodicarboxylate; PPh3 / benzene; toluene / 0.5 h / 20 °C 14.1: TFA / CH2Cl2 / 0.25 h / 20 °C 15.1: pyrrolidine / methanol; acetonitrile / 0.08 h / 20 °C 16.1: pyrrolidine / methanol; acetonitrile / 4 h / Heating 17.1: 88 percent / PPh3 / CCl4; acetonitrile / 0.5 h / 70 °C 18.1: KOH / methanol / 0.75 h / 80 °C View Scheme
参考文献
Kobayashi, Satoshi; Ueda, Toshihiro; Fukuyama, Tohru
Synlett, 2000 , # 6 p. 883 - 886
287980-08-9
→
反应条件
22149-28-6
11-羟基他波宁
反应条件
1.1: n-Bu3SnH; AIBN / acetonitrile / 0.5 h / 80 °C 1.2: I2 / acetonitrile / 0.33 h / 20 °C 2.1: Et3N; DMAP / acetonitrile / 1 h / 20 °C 3.1: Ph3As; CuI / BnPd(PPh3)2Cl / hexamethylphosphoric acid triamide; dimethylformamide / 3.5 h / 85 °C 4.1: Na2CO3; H2O / methanol / 2 h / 20 °C 5.1: 89 percent / diethyl azodicarboxylate; PPh3 / benzene; toluene / 0.5 h / 20 °C 6.1: TFA / CH2Cl2 / 0.25 h / 20 °C 7.1: pyrrolidine / methanol; acetonitrile / 0.08 h / 20 °C 8.1: pyrrolidine / methanol; acetonitrile / 4 h / Heating 9.1: 88 percent / PPh3 / CCl4; acetonitrile / 0.5 h / 70 °C 10.1: KOH / methanol / 0.75 h / 80 °C View Scheme
参考文献
Kobayashi, Satoshi; Ueda, Toshihiro; Fukuyama, Tohru
Synlett, 2000 , # 6 p. 883 - 886
287980-07-8
→
反应条件
22149-28-6
11-羟基他波宁
反应条件
1.1: 89 percent / POCl3; pyridine / CH2Cl2 / 0.67 h / 0 °C 2.1: n-Bu3SnH; AIBN / acetonitrile / 0.5 h / 80 °C 2.2: I2 / acetonitrile / 0.33 h / 20 °C 3.1: Et3N; DMAP / acetonitrile / 1 h / 20 °C 4.1: Ph3As; CuI / BnPd(PPh3)2Cl / hexamethylphosphoric acid triamide; dimethylformamide / 3.5 h / 85 °C 5.1: Na2CO3; H2O / methanol / 2 h / 20 °C 6.1: 89 percent / diethyl azodicarboxylate; PPh3 / benzene; toluene / 0.5 h / 20 °C 7.1: TFA / CH2Cl2 / 0.25 h / 20 °C 8.1: pyrrolidine / methanol; acetonitrile / 0.08 h / 20 °C 9.1: pyrrolidine / methanol; acetonitrile / 4 h / Heating 10.1: 88 percent / PPh3 / CCl4; acetonitrile / 0.5 h / 70 °C 11.1: KOH / methanol / 0.75 h / 80 °C View Scheme
参考文献
Kobayashi, Satoshi; Ueda, Toshihiro; Fukuyama, Tohru
Synlett, 2000 , # 6 p. 883 - 886
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