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(5S,10R)-(+)-5-(bromomethyl)-10,11-dihydro-5H-dibenzo-[a,d]-cyclohepten-5,10-imine
Dizocilpine
Conditions | Yield |
---|---|
With lithium triethylborohydride In tetrahydrofuran at 60℃; for 3h; | 85% |
(5S,10R)-(+)-5-(hydroxymethyl)-10,11-dihydro-5H-dibenzo[a,d]-cyclohepten-5,10-imine
Dizocilpine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: HCO2Et 1.2: 81 percent / SOBr2; aq. HBr 2.1: 85 percent / LiBHEt3 / tetrahydrofuran / 3 h / 60 °C View Scheme |
Dizocilpine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 85 percent / Bu3SnH; AIBN / benzene / 1.5 h / Heating 2.1: aq. NaOH / ethanol / Heating 2.2: 89 percent / LiAlH4 / tetrahydrofuran / 40 h 3.1: HCO2Et 3.2: 81 percent / SOBr2; aq. HBr 4.1: 85 percent / LiBHEt3 / tetrahydrofuran / 3 h / 60 °C View Scheme |
(5S,10R)-(+)-N-carboxylic acid vinyl ester-5-cyano-10,11-dihydro-5H-dibenzo[a,d]-cyclopenten-5,10-imine
Dizocilpine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: aq. NaOH / ethanol / Heating 1.2: 89 percent / LiAlH4 / tetrahydrofuran / 40 h 2.1: HCO2Et 2.2: 81 percent / SOBr2; aq. HBr 3.1: 85 percent / LiBHEt3 / tetrahydrofuran / 3 h / 60 °C View Scheme |
Dizocilpine
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid; acetic acid for 104h; Ambient temperature; | A 3% B 80% |
Dizocilpine
methyl iodide
N,5-dimethyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine methiodide
Conditions | Yield |
---|---|
In diethyl ether for 96h; Darkness; | 60% |
Dizocilpine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 3 percent / sulfuric acid, glacial acetic acid, fumic nitric acid / 104 h / Ambient temperature 2: 90 percent / aq. NaHCO3 / CHCl3 / 36 h / Ambient temperature 3: 57 percent / H2 / 10percent Pd/C / ethyl acetate / 16 h / 2327.2 Torr / Ambient temperature View Scheme |
Dizocilpine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 3 percent / sulfuric acid, glacial acetic acid, fumic nitric acid / 104 h / Ambient temperature 2: 90 percent / aq. NaHCO3 / CHCl3 / 36 h / Ambient temperature 3: 57 percent / H2 / 10percent Pd/C / ethyl acetate / 16 h / 2327.2 Torr / Ambient temperature 4: 95 percent / aq. NaHCO3 / CHCl3 / 0.17 h View Scheme |
Dizocilpine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 3 percent / sulfuric acid, glacial acetic acid, fumic nitric acid / 104 h / Ambient temperature 2: 90 percent / aq. NaHCO3 / CHCl3 / 36 h / Ambient temperature View Scheme |
Dizocilpine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 3 percent / sulfuric acid, glacial acetic acid, fumic nitric acid / 104 h / Ambient temperature 2: 90 percent / aq. NaHCO3 / CHCl3 / 36 h / Ambient temperature 3: 57 percent / H2 / 10percent Pd/C / ethyl acetate / 16 h / 2327.2 Torr / Ambient temperature 4: 95 percent / aq. NaHCO3 / CHCl3 / 0.17 h 5: 75 percent / HCl (gas) / diethyl ether / 1 h / 0 - 20 °C View Scheme |
Dizocilpine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 80 percent / sulfuric acid, glacial acetic acid, fumic nitric acid / 104 h / Ambient temperature 2: 98 percent / aq. NaHCO3 / CH2Cl2 / 39 h / Ambient temperature 3: 91 percent / H2 / 10percent Pd/C / ethanol / 16 h / 1551.4 Torr / Ambient temperature View Scheme |
Dizocilpine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 80 percent / sulfuric acid, glacial acetic acid, fumic nitric acid / 104 h / Ambient temperature 2: 98 percent / aq. NaHCO3 / CH2Cl2 / 39 h / Ambient temperature 3: 91 percent / H2 / 10percent Pd/C / ethanol / 16 h / 1551.4 Torr / Ambient temperature 4: 90 percent / aq. NaHCO3 / CHCl3 / 0.17 h View Scheme |
Dizocilpine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / sulfuric acid, glacial acetic acid, fumic nitric acid / 104 h / Ambient temperature 2: 98 percent / aq. NaHCO3 / CH2Cl2 / 39 h / Ambient temperature View Scheme |
Dizocilpine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 80 percent / sulfuric acid, glacial acetic acid, fumic nitric acid / 104 h / Ambient temperature 2: 98 percent / aq. NaHCO3 / CH2Cl2 / 39 h / Ambient temperature 3: 91 percent / H2 / 10percent Pd/C / ethanol / 16 h / 1551.4 Torr / Ambient temperature 4: 90 percent / aq. NaHCO3 / CHCl3 / 0.17 h 5: 89 percent / HCl (gas) / diethyl ether / 1 h / 0 - 20 °C View Scheme |
Dizocilpine
Conditions | Yield |
---|---|
Stage #1: Dizocilpine With aluminum oxide; 5% rhodium on alumina; deuterium at 170℃; under 250 Torr; for 0.333333h; Stage #2: With ethanol |
Dizocilpine
Conditions | Yield |
---|---|
Stage #1: Dizocilpine With aluminum oxide; tritium; 5% rhodium on alumina at 170℃; under 250 Torr; for 0.333333h; Stage #2: With ethanol |
formaldehyd
Dizocilpine
N,5-dimethyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine
Conditions | Yield |
---|---|
With sodium cyanoborohydride; acetic acid In ethanol; water for 3h; Inert atmosphere; | 140 mg |
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