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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
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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
福司曲星
合成路线
（共 49 条）
381665-55-0
→
反应条件
87810-56-8
福司曲星
反应条件
pyridine; hydrogen fluoride in acetonitrile
参考文献
Esumi, Tomoyuki; Okamoto, Nanako; Hatakeyama, Susumi
Chemical communications (Cambridge, England), 2002 , # 24 p. 3042 - 3043
575456-24-5
→
反应条件
87810-56-8
福司曲星
反应条件
1: With hydrogen fluoride in acetonitrile 2: With pyridine T=20°C; 20 h; Further stages.;
参考文献
Miyashita, Kazuyuki; Ikejiri, Masahiro; Kawasaki, Hitomi; Maemura, Satoko; Imanishi, Takeshi
Chemical Communications, 2002 , # 7 p. 742 - 743
52813-63-5
(R)-γ-羟甲基-γ-丁内酯 (R)-4,5-二氢-5-羟甲基-2(3H)-呋喃酮 (R)-5-羟甲基-2-氧代四氢呋喃
→
反应条件
87810-56-8
福司曲星
反应条件
1.1: 95 percent / BF3*OEt2 / cyclohexane; CH2Cl2 / 25 °C 2.1: DIBAL-H / CH2Cl2; toluene / 1.5 h / -78 °C 3.1: 73 percent / MsCl; Et3N; DMAP / CH2Cl2 / 2.5 h / Heating 4.1: (DHQD)2AQN; K2OsO2(OH)4; K3Fe(CN)6 / K2CO3; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 24 h / 2 °C 5.1: Et3N / CH2Cl2 / 0.5 h / -78 °C 6.1: 88 percent / KHMDS; 18-crown-6/MeCN complex / tetrahydrofuran; toluene / 2 h / 0 °C 7.1: 95 percent / Et3N / CH2Cl2 / 0.5 h / -30 °C 8.1: 90 percent / DIBAL-H / toluene; hexane / 0.33 h / -20 °C 9.1: Dess-Martin periodinane / CH2Cl2 / 1 h / 25 °C 10.1: PPh3 / CH2Cl2 / 0.08 h / 0 °C 10.2: 3.90 g / Et3N / CH2Cl2 / 0.17 h / 0 °C 11.1: 95 percent / DDQ / CH2Cl2; H2O / 1.5 h / 25 °C 12.1: 93 percent / i-Pr2NEt; DMAP / CH2Cl2 / 0.5 h / 25 °C 13.1: 84 percent / Bu3SnH; (Ph3P)4Pd / benzene / 2.5 h / 25 °C 14.1: 83 percent / iPr2NEt; 1-methyl-2-pyrrolidinone; (CH3CN)2PdCl2 / 2 h / 25 °C 15.1: 98 percent / DIBAL-H / toluene / 0.08 h / -78 °C 16.1: 97 percent / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 25 °C 17.1: BuLi / toluene; hexane / 0.25 h / -78 °C 17.2: toluene; hexane / 0.25 h / -78 °C 18.1: 140 mg / NaHCO3; Dess-Martin periodinane / CH2Cl2 / 1 h / 25 °C 19.1: 75 percent / t-BuOK / toluene; tetrahydrofuran / 2 h / 0 °C 20.1: CeCl3; t-BuLi / tetrahydrofuran; diethyl ether / 0.17 h / -78 °C 20.2: tetrahydrofuran; diethyl ether; toluene / 0.08 h / -78 °C 21.1: PPTS / 2 h / 25 °C 22.1: Et3N / DMAP / CH2Cl2 / 1 h 23.1: 2,6-lutidine / CH2Cl2 / 0.75 h / -20 °C 24.1: aq. HCl / acetone / 2 h / -15 - 0 °C 25.1: 40 percent / Ag2CO3-Celite / benzene / 2 h / 80 °C 26.1: PCl3; pyridine / 0.25 h / 25 °C 26.2: 1 h 27.1: 3.9 mg / aq. H2O2 / CH2Cl2; pyridine / 0.5 h 28.1: aq. HF / acetonitrile / 0.25 h / 25 °C 28.2: aq. HF; pyridine / acetonitrile / 168000 h View Scheme
参考文献
Boger; Ichikawa; Zhong
Journal of the American Chemical Society, 2001 , vol. 123, # 18 p. 4161 - 4167
86771-48-4
→
反应条件
87810-56-8
福司曲星
反应条件
1.1: DIBAL-H / CH2Cl2; toluene / 1.5 h / -78 °C 2.1: 73 percent / MsCl; Et3N; DMAP / CH2Cl2 / 2.5 h / Heating 3.1: (DHQD)2AQN; K2OsO2(OH)4; K3Fe(CN)6 / K2CO3; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 24 h / 2 °C 4.1: Et3N / CH2Cl2 / 0.5 h / -78 °C 5.1: 88 percent / KHMDS; 18-crown-6/MeCN complex / tetrahydrofuran; toluene / 2 h / 0 °C 6.1: 95 percent / Et3N / CH2Cl2 / 0.5 h / -30 °C 7.1: 90 percent / DIBAL-H / toluene; hexane / 0.33 h / -20 °C 8.1: Dess-Martin periodinane / CH2Cl2 / 1 h / 25 °C 9.1: PPh3 / CH2Cl2 / 0.08 h / 0 °C 9.2: 3.90 g / Et3N / CH2Cl2 / 0.17 h / 0 °C 10.1: 95 percent / DDQ / CH2Cl2; H2O / 1.5 h / 25 °C 11.1: 93 percent / i-Pr2NEt; DMAP / CH2Cl2 / 0.5 h / 25 °C 12.1: 84 percent / Bu3SnH; (Ph3P)4Pd / benzene / 2.5 h / 25 °C 13.1: 83 percent / iPr2NEt; 1-methyl-2-pyrrolidinone; (CH3CN)2PdCl2 / 2 h / 25 °C 14.1: 98 percent / DIBAL-H / toluene / 0.08 h / -78 °C 15.1: 97 percent / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 25 °C 16.1: BuLi / toluene; hexane / 0.25 h / -78 °C 16.2: toluene; hexane / 0.25 h / -78 °C 17.1: 140 mg / NaHCO3; Dess-Martin periodinane / CH2Cl2 / 1 h / 25 °C 18.1: 75 percent / t-BuOK / toluene; tetrahydrofuran / 2 h / 0 °C 19.1: CeCl3; t-BuLi / tetrahydrofuran; diethyl ether / 0.17 h / -78 °C 19.2: tetrahydrofuran; diethyl ether; toluene / 0.08 h / -78 °C 20.1: PPTS / 2 h / 25 °C 21.1: Et3N / DMAP / CH2Cl2 / 1 h 22.1: 2,6-lutidine / CH2Cl2 / 0.75 h / -20 °C 23.1: aq. HCl / acetone / 2 h / -15 - 0 °C 24.1: 40 percent / Ag2CO3-Celite / benzene / 2 h / 80 °C 25.1: PCl3; pyridine / 0.25 h / 25 °C 25.2: 1 h 26.1: 3.9 mg / aq. H2O2 / CH2Cl2; pyridine / 0.5 h 27.1: aq. HF / acetonitrile / 0.25 h / 25 °C 27.2: aq. HF; pyridine / acetonitrile / 168000 h View Scheme
参考文献
Boger; Ichikawa; Zhong
Journal of the American Chemical Society, 2001 , vol. 123, # 18 p. 4161 - 4167
187851-98-5
→
反应条件
87810-56-8
福司曲星
反应条件
1.1: 85 percent / aq. H2O2 / CH2Cl2; H2O / 1 h 2.1: DIBAL-H / CH2Cl2; toluene / 1 h / -78 °C 3.1: 151 mg / pyridinium p-toluenesulfonate / benzene / 2 h / 25 °C 4.1: 91 percent / Bu4NF / tetrahydrofuran / 1 h 5.1: 90 percent / TPAP; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH2Cl2 / 0.5 h / 25 °C 6.1: 75 percent / t-BuOK / toluene; tetrahydrofuran / 2 h / 0 °C 7.1: CeCl3; t-BuLi / tetrahydrofuran; diethyl ether / 0.17 h / -78 °C 7.2: tetrahydrofuran; diethyl ether; toluene / 0.08 h / -78 °C 8.1: PPTS / 2 h / 25 °C 9.1: Et3N / DMAP / CH2Cl2 / 1 h 10.1: 2,6-lutidine / CH2Cl2 / 0.75 h / -20 °C 11.1: aq. HCl / acetone / 2 h / -15 - 0 °C 12.1: 40 percent / Ag2CO3-Celite / benzene / 2 h / 80 °C 13.1: PCl3; pyridine / 0.25 h / 25 °C 13.2: 1 h 14.1: 3.9 mg / aq. H2O2 / CH2Cl2; pyridine / 0.5 h 15.1: aq. HF / acetonitrile / 0.25 h / 25 °C 15.2: aq. HF; pyridine / acetonitrile / 168000 h View Scheme
参考文献
Boger; Ichikawa; Zhong
Journal of the American Chemical Society, 2001 , vol. 123, # 18 p. 4161 - 4167
206651-83-4
→
反应条件
87810-56-8
福司曲星
反应条件
1.1: DIBAL-H / CH2Cl2; toluene / 1 h / -78 °C 2.1: 151 mg / pyridinium p-toluenesulfonate / benzene / 2 h / 25 °C 3.1: 91 percent / Bu4NF / tetrahydrofuran / 1 h 4.1: 90 percent / TPAP; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH2Cl2 / 0.5 h / 25 °C 5.1: 75 percent / t-BuOK / toluene; tetrahydrofuran / 2 h / 0 °C 6.1: CeCl3; t-BuLi / tetrahydrofuran; diethyl ether / 0.17 h / -78 °C 6.2: tetrahydrofuran; diethyl ether; toluene / 0.08 h / -78 °C 7.1: PPTS / 2 h / 25 °C 8.1: Et3N / DMAP / CH2Cl2 / 1 h 9.1: 2,6-lutidine / CH2Cl2 / 0.75 h / -20 °C 10.1: aq. HCl / acetone / 2 h / -15 - 0 °C 11.1: 40 percent / Ag2CO3-Celite / benzene / 2 h / 80 °C 12.1: PCl3; pyridine / 0.25 h / 25 °C 12.2: 1 h 13.1: 3.9 mg / aq. H2O2 / CH2Cl2; pyridine / 0.5 h 14.1: aq. HF / acetonitrile / 0.25 h / 25 °C 14.2: aq. HF; pyridine / acetonitrile / 168000 h View Scheme
参考文献
Boger; Ichikawa; Zhong
Journal of the American Chemical Society, 2001 , vol. 123, # 18 p. 4161 - 4167
213740-13-7
→
反应条件
87810-56-8
福司曲星
反应条件
1.1: 90 percent / TPAP; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH2Cl2 / 0.5 h / 25 °C 2.1: 75 percent / t-BuOK / toluene; tetrahydrofuran / 2 h / 0 °C 3.1: CeCl3; t-BuLi / tetrahydrofuran; diethyl ether / 0.17 h / -78 °C 3.2: tetrahydrofuran; diethyl ether; toluene / 0.08 h / -78 °C 4.1: PPTS / 2 h / 25 °C 5.1: Et3N / DMAP / CH2Cl2 / 1 h 6.1: 2,6-lutidine / CH2Cl2 / 0.75 h / -20 °C 7.1: aq. HCl / acetone / 2 h / -15 - 0 °C 8.1: 40 percent / Ag2CO3-Celite / benzene / 2 h / 80 °C 9.1: PCl3; pyridine / 0.25 h / 25 °C 9.2: 1 h 10.1: 3.9 mg / aq. H2O2 / CH2Cl2; pyridine / 0.5 h 11.1: aq. HF / acetonitrile / 0.25 h / 25 °C 11.2: aq. HF; pyridine / acetonitrile / 168000 h View Scheme
参考文献
Boger; Ichikawa; Zhong
Journal of the American Chemical Society, 2001 , vol. 123, # 18 p. 4161 - 4167
206651-80-1
→
反应条件
87810-56-8
福司曲星
反应条件
1.1: 75 percent / t-BuOK / toluene; tetrahydrofuran / 2 h / 0 °C 2.1: CeCl3; t-BuLi / tetrahydrofuran; diethyl ether / 0.17 h / -78 °C 2.2: tetrahydrofuran; diethyl ether; toluene / 0.08 h / -78 °C 3.1: PPTS / 2 h / 25 °C 4.1: Et3N / DMAP / CH2Cl2 / 1 h 5.1: 2,6-lutidine / CH2Cl2 / 0.75 h / -20 °C 6.1: aq. HCl / acetone / 2 h / -15 - 0 °C 7.1: 40 percent / Ag2CO3-Celite / benzene / 2 h / 80 °C 8.1: PCl3; pyridine / 0.25 h / 25 °C 8.2: 1 h 9.1: 3.9 mg / aq. H2O2 / CH2Cl2; pyridine / 0.5 h 10.1: aq. HF / acetonitrile / 0.25 h / 25 °C 10.2: aq. HF; pyridine / acetonitrile / 168000 h View Scheme
参考文献
Boger; Ichikawa; Zhong
Journal of the American Chemical Society, 2001 , vol. 123, # 18 p. 4161 - 4167
206651-84-5
→
反应条件
87810-56-8
福司曲星
反应条件
1.1: 91 percent / Bu4NF / tetrahydrofuran / 1 h 2.1: 90 percent / TPAP; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH2Cl2 / 0.5 h / 25 °C 3.1: 75 percent / t-BuOK / toluene; tetrahydrofuran / 2 h / 0 °C 4.1: CeCl3; t-BuLi / tetrahydrofuran; diethyl ether / 0.17 h / -78 °C 4.2: tetrahydrofuran; diethyl ether; toluene / 0.08 h / -78 °C 5.1: PPTS / 2 h / 25 °C 6.1: Et3N / DMAP / CH2Cl2 / 1 h 7.1: 2,6-lutidine / CH2Cl2 / 0.75 h / -20 °C 8.1: aq. HCl / acetone / 2 h / -15 - 0 °C 9.1: 40 percent / Ag2CO3-Celite / benzene / 2 h / 80 °C 10.1: PCl3; pyridine / 0.25 h / 25 °C 10.2: 1 h 11.1: 3.9 mg / aq. H2O2 / CH2Cl2; pyridine / 0.5 h 12.1: aq. HF / acetonitrile / 0.25 h / 25 °C 12.2: aq. HF; pyridine / acetonitrile / 168000 h View Scheme
参考文献
Boger; Ichikawa; Zhong
Journal of the American Chemical Society, 2001 , vol. 123, # 18 p. 4161 - 4167
343981-91-9
→
反应条件
87810-56-8
福司曲星
反应条件
1.1: (DHQD)2AQN; K2OsO2(OH)4; K3Fe(CN)6 / K2CO3; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 24 h / 2 °C 2.1: Et3N / CH2Cl2 / 0.5 h / -78 °C 3.1: 88 percent / KHMDS; 18-crown-6/MeCN complex / tetrahydrofuran; toluene / 2 h / 0 °C 4.1: 95 percent / Et3N / CH2Cl2 / 0.5 h / -30 °C 5.1: 90 percent / DIBAL-H / toluene; hexane / 0.33 h / -20 °C 6.1: Dess-Martin periodinane / CH2Cl2 / 1 h / 25 °C 7.1: PPh3 / CH2Cl2 / 0.08 h / 0 °C 7.2: 3.90 g / Et3N / CH2Cl2 / 0.17 h / 0 °C 8.1: 95 percent / DDQ / CH2Cl2; H2O / 1.5 h / 25 °C 9.1: 93 percent / i-Pr2NEt; DMAP / CH2Cl2 / 0.5 h / 25 °C 10.1: 84 percent / Bu3SnH; (Ph3P)4Pd / benzene / 2.5 h / 25 °C 11.1: 83 percent / iPr2NEt; 1-methyl-2-pyrrolidinone; (CH3CN)2PdCl2 / 2 h / 25 °C 12.1: 98 percent / DIBAL-H / toluene / 0.08 h / -78 °C 13.1: 97 percent / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 25 °C 14.1: BuLi / toluene; hexane / 0.25 h / -78 °C 14.2: toluene; hexane / 0.25 h / -78 °C 15.1: 140 mg / NaHCO3; Dess-Martin periodinane / CH2Cl2 / 1 h / 25 °C 16.1: 75 percent / t-BuOK / toluene; tetrahydrofuran / 2 h / 0 °C 17.1: CeCl3; t-BuLi / tetrahydrofuran; diethyl ether / 0.17 h / -78 °C 17.2: tetrahydrofuran; diethyl ether; toluene / 0.08 h / -78 °C 18.1: PPTS / 2 h / 25 °C 19.1: Et3N / DMAP / CH2Cl2 / 1 h 20.1: 2,6-lutidine / CH2Cl2 / 0.75 h / -20 °C 21.1: aq. HCl / acetone / 2 h / -15 - 0 °C 22.1: 40 percent / Ag2CO3-Celite / benzene / 2 h / 80 °C 23.1: PCl3; pyridine / 0.25 h / 25 °C 23.2: 1 h 24.1: 3.9 mg / aq. H2O2 / CH2Cl2; pyridine / 0.5 h 25.1: aq. HF / acetonitrile / 0.25 h / 25 °C 25.2: aq. HF; pyridine / acetonitrile / 168000 h View Scheme
参考文献
Boger; Ichikawa; Zhong
Journal of the American Chemical Society, 2001 , vol. 123, # 18 p. 4161 - 4167
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