[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Stage #1: [{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine With acetic acid In ethanol at 20℃; for 0.5h; Stage #2: With hydrogenchloride at 15 - 20℃; for 1h; | 95% |
With hydrogenchloride In ethanol; ethyl acetate at 15 - 20℃; for 1h; Industry scale; | 92% |
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine d-camphorsulfonate
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Stage #1: [{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine d-camphorsulfonate In dichloromethane; water pH=10 - 11; Stage #2: With hydrogenchloride In ethanol; ethyl acetate at 0 - 5℃; pH=1 - 2; | 94% |
(7S)-3,4-dimethoxy-N-methylbicyclo[4.2.0]octa-1,3,5-triene-7-carboxamide
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Stage #1: (7S)-3,4-dimethoxy-N-methylbicyclo[4.2.0]octa-1,3,5-triene-7-carboxamide With borane-THF In tetrahydrofuran at 20 - 50℃; Stage #2: With methanol In tetrahydrofuran at 0 - 5℃; for 0.25h; Stage #3: With hydrogenchloride In ethyl acetate at 0℃; for 2.5h; Reflux; | 88% |
Stage #1: (7S)-3,4-dimethoxy-N-methylbicyclo[4.2.0]octa-1,3,5-triene-7-carboxamide With borane-THF In tetrahydrofuran at 20℃; Stage #2: With hydrogenchloride In tetrahydrofuran; ethanol for 4h; | 77% |
ethyl ((3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methyl)carbamate
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Stage #1: ethyl [(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methyl]carbamate With lithium aluminium tetrahydride In tetrahydrofuran for 1h; Reflux; Stage #2: With hydrogenchloride In ethanol; ethyl acetate at 15 - 20℃; for 1h; | 85% |
3,4-dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: potassium hydroxide; water / 4 h / Reflux 1.2: 20 °C 2.1: ethyl acetate / 1.25 h / 0 °C / Reflux 3.1: hydrogenchloride / dichloromethane; water / 0.08 h 4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 5.1: dichloromethane; water / 0 - 10 °C 6.1: borane-THF / tetrahydrofuran / 20 - 50 °C 6.2: 0.25 h / 0 - 5 °C 6.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 6 steps 1.1: potassium hydroxide; water / 4 h / Reflux 1.2: 20 °C 2.1: acetone / 0.5 h / Reflux; Cooling 3.1: hydrogenchloride / ethyl acetate; water / 0.08 h / pH 3 4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 5.1: dichloromethane; water / 0 - 10 °C 6.1: borane-THF / tetrahydrofuran / 20 - 50 °C 6.2: 0.25 h / 0 - 5 °C 6.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 6 steps 1.1: potassium hydroxide; water / 4 h / Reflux 1.2: 20 °C 2.1: ethyl acetate / 1 h / 18 °C / Heating 3.1: hydrogenchloride / dichloromethane; water / 0.33 h 4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 5.1: dichloromethane; water / 0 - 10 °C 6.1: borane-THF / tetrahydrofuran / 20 - 50 °C 6.2: 0.25 h / 0 - 5 °C 6.3: 2.5 h / 0 °C / Reflux View Scheme |
(R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: ethyl acetate / 1.25 h / 0 °C / Reflux 2.1: hydrogenchloride / dichloromethane; water / 0.08 h 3.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 4.1: dichloromethane; water / 0 - 10 °C 5.1: borane-THF / tetrahydrofuran / 20 - 50 °C 5.2: 0.25 h / 0 - 5 °C 5.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 5 steps 1.1: ethyl acetate / 1 h / 18 °C / Heating 2.1: hydrogenchloride / dichloromethane; water / 0.33 h 3.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 4.1: dichloromethane; water / 0 - 10 °C 5.1: borane-THF / tetrahydrofuran / 20 - 50 °C 5.2: 0.25 h / 0 - 5 °C 5.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 5 steps 1.1: ethyl acetate / 1 h / 18 °C / Heating 2.1: hydrogenchloride / dichloromethane; water / 0.33 h 3.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 4.1: dichloromethane; water / 0 - 10 °C 5.1: borane-THF / tetrahydrofuran / 20 - 50 °C 5.2: 0.25 h / 0 - 5 °C 5.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 5 steps 1.1: ethyl acetate / Heating 2.1: hydrogenchloride / dichloromethane; water / 0.33 h 3.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 4.1: dichloromethane; water / 0 - 10 °C 5.1: borane-THF / tetrahydrofuran / 20 - 50 °C 5.2: 0.25 h / 0 - 5 °C 5.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 5 steps 1.1: acetone / 0.5 h / Reflux; Cooling 2.1: hydrogenchloride / ethyl acetate; water / 0.08 h / pH 3 3.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 4.1: dichloromethane; water / 0 - 10 °C 5.1: borane-THF / tetrahydrofuran / 20 - 50 °C 5.2: 0.25 h / 0 - 5 °C 5.3: 2.5 h / 0 °C / Reflux View Scheme |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: hydrogenchloride / dichloromethane; water / 0.08 h 2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 3.1: dichloromethane; water / 0 - 10 °C 4.1: borane-THF / tetrahydrofuran / 20 - 50 °C 4.2: 0.25 h / 0 - 5 °C 4.3: 2.5 h / 0 °C / Reflux View Scheme |
(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 2.1: dichloromethane; water / 0 - 10 °C 3.1: borane-THF / tetrahydrofuran / 20 - 50 °C 3.2: 0.25 h / 0 - 5 °C 3.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 20 °C 1.2: 20 °C 2.1: borane-THF / tetrahydrofuran / 20 °C 2.2: 4 h View Scheme |
(S)-3,4-dimethoxy-bicyclo[4.2.0]octa-1.3,5-triene-7-carboxylic acid (S)-(-)-1-(naphthyl)-ethylamine
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: hydrogenchloride / dichloromethane; water / 0.33 h 2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 3.1: dichloromethane; water / 0 - 10 °C 4.1: borane-THF / tetrahydrofuran / 20 - 50 °C 4.2: 0.25 h / 0 - 5 °C 4.3: 2.5 h / 0 °C / Reflux View Scheme |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: hydrogenchloride / dichloromethane; water / 0.33 h 2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 3.1: dichloromethane; water / 0 - 10 °C 4.1: borane-THF / tetrahydrofuran / 20 - 50 °C 4.2: 0.25 h / 0 - 5 °C 4.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: hydrogenchloride / dichloromethane; water / 0.33 h 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath 3.1: acetone / 0.5 h / Reflux; Cooling 4.1: hydrogenchloride / ethyl acetate; water / 0.08 h / pH 3 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: hydrogenchloride / dichloromethane; water / 0.33 h 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath 3.1: ethyl acetate / 1.25 h / 0 °C / Reflux 4.1: hydrogenchloride / dichloromethane; water / 0.08 h 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: hydrogenchloride / dichloromethane; water / 0.33 h 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath 3.1: ethyl acetate / Heating 4.1: hydrogenchloride / dichloromethane; water / 0.33 h 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme |
(R)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: potassium hydroxide / water / 4 h 1.2: 0.5 h / Cooling with ice-water bath 2.1: ethyl acetate / 1.25 h / 0 °C / Reflux 3.1: hydrogenchloride / dichloromethane; water / 0.08 h 4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 5.1: dichloromethane; water / 0 - 10 °C 6.1: borane-THF / tetrahydrofuran / 20 - 50 °C 6.2: 0.25 h / 0 - 5 °C 6.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 6 steps 1.1: potassium hydroxide / water / 4 h 1.2: 0.5 h / Cooling with ice-water bath 2.1: acetone / 0.5 h / Reflux; Cooling 3.1: hydrogenchloride / ethyl acetate; water / 0.08 h / pH 3 4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 5.1: dichloromethane; water / 0 - 10 °C 6.1: borane-THF / tetrahydrofuran / 20 - 50 °C 6.2: 0.25 h / 0 - 5 °C 6.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 6 steps 1.1: potassium hydroxide / water / 4 h 1.2: 0.5 h / Cooling with ice-water bath 2.1: ethyl acetate / 1 h / 18 °C / Heating 3.1: hydrogenchloride / dichloromethane; water / 0.33 h 4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 5.1: dichloromethane; water / 0 - 10 °C 6.1: borane-THF / tetrahydrofuran / 20 - 50 °C 6.2: 0.25 h / 0 - 5 °C 6.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 6 steps 1.1: potassium hydroxide / water / 4 h 1.2: 0.5 h / Cooling with ice-water bath 2.1: ethyl acetate / 1 h / 18 °C / Heating 3.1: hydrogenchloride / dichloromethane; water / 0.33 h 4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 5.1: dichloromethane; water / 0 - 10 °C 6.1: borane-THF / tetrahydrofuran / 20 - 50 °C 6.2: 0.25 h / 0 - 5 °C 6.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 6 steps 1.1: potassium hydroxide / water / 4 h 1.2: 0.5 h / Cooling with ice-water bath 2.1: ethyl acetate / Heating 3.1: hydrogenchloride / dichloromethane; water / 0.33 h 4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 5.1: dichloromethane; water / 0 - 10 °C 6.1: borane-THF / tetrahydrofuran / 20 - 50 °C 6.2: 0.25 h / 0 - 5 °C 6.3: 2.5 h / 0 °C / Reflux View Scheme |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: hydrogenchloride / dichloromethane; water / 0.33 h 2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 3.1: dichloromethane; water / 0 - 10 °C 4.1: borane-THF / tetrahydrofuran / 20 - 50 °C 4.2: 0.25 h / 0 - 5 °C 4.3: 2.5 h / 0 °C / Reflux View Scheme |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: hydrogenchloride / ethyl acetate; water / 0.08 h / pH 3 2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 3.1: dichloromethane; water / 0 - 10 °C 4.1: borane-THF / tetrahydrofuran / 20 - 50 °C 4.2: 0.25 h / 0 - 5 °C 4.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: hydrogenchloride / ethyl acetate; water / 0.08 h / pH 3 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath 3.1: ethyl acetate / 1 h / 18 °C / Heating 4.1: hydrogenchloride / dichloromethane; water / 0.33 h 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: hydrogenchloride / ethyl acetate; water / 0.08 h / pH 3 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath 3.1: ethyl acetate / 1 h / 18 °C / Heating 4.1: hydrogenchloride / dichloromethane; water / 0.33 h 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: hydrogenchloride / ethyl acetate; water / 0.08 h / pH 3 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath 3.1: ethyl acetate / 1.25 h / 0 °C / Reflux 4.1: hydrogenchloride / dichloromethane; water / 0.08 h 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: hydrogenchloride / ethyl acetate; water / 0.08 h / pH 3 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath 3.1: ethyl acetate / Heating 4.1: hydrogenchloride / dichloromethane; water / 0.33 h 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: hydrogenchloride / water 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath 3.1: ethyl acetate / 1 h / 18 °C / Heating 4.1: hydrogenchloride / dichloromethane; water / 0.33 h 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: hydrogenchloride / water 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath 3.1: acetone / 0.5 h / Reflux; Cooling 4.1: hydrogenchloride / ethyl acetate; water / 0.08 h / pH 3 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: hydrogenchloride / water 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath 3.1: ethyl acetate / 1 h / 18 °C / Heating 4.1: hydrogenchloride / dichloromethane; water / 0.33 h 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: hydrogenchloride / water 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath 3.1: ethyl acetate / Heating 4.1: hydrogenchloride / dichloromethane; water / 0.33 h 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme |
(S)-3,4-dimethoxy-bicyclo[4.2.0]octa-1.3,5-triene-7-carboxylic acid chloride
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: dichloromethane; water / 0 - 10 °C 2.1: borane-THF / tetrahydrofuran / 20 - 50 °C 2.2: 0.25 h / 0 - 5 °C 2.3: 2.5 h / 0 °C / Reflux View Scheme |
3-(2-bromo-4,5-dimethoxyphenyl)propanenitrile
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / -10 °C / Inert atmosphere 2.1: potassium hydroxide; water / 4 h / Reflux 2.2: 20 °C 3.1: ethyl acetate / 1.25 h / 0 °C / Reflux 4.1: hydrogenchloride / dichloromethane; water / 0.08 h 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / -10 °C / Inert atmosphere 2.1: potassium hydroxide; water / 4 h / Reflux 2.2: 20 °C 3.1: acetone / 0.5 h / Reflux; Cooling 4.1: hydrogenchloride / ethyl acetate; water / 0.08 h / pH 3 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / -10 °C / Inert atmosphere 2.1: potassium hydroxide; water / 4 h / Reflux 2.2: 20 °C 3.1: ethyl acetate / 1 h / 18 °C / Heating 4.1: hydrogenchloride / dichloromethane; water / 0.33 h 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / -10 °C / Inert atmosphere 2.1: potassium hydroxide; water / 4 h / Reflux 2.2: 20 °C 3.1: ethyl acetate / 1 h / 18 °C / Heating 4.1: hydrogenchloride / dichloromethane; water / 0.33 h 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme | |
Multi-step reaction with 7 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / -10 °C / Inert atmosphere 2.1: potassium hydroxide; water / 4 h / Reflux 2.2: 20 °C 3.1: ethyl acetate / Heating 4.1: hydrogenchloride / dichloromethane; water / 0.33 h 5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 15 - 25 °C 6.1: dichloromethane; water / 0 - 10 °C 7.1: borane-THF / tetrahydrofuran / 20 - 50 °C 7.2: 0.25 h / 0 - 5 °C 7.3: 2.5 h / 0 °C / Reflux View Scheme |
(R)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)nitrile
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / 2 h / 65 °C 2.1: nitrilase of Rhodococcus erythropolis NCIMB11215 / aq. phosphate buffer; dimethyl sulfoxide / 96 h / 30 °C / pH 7.3 / Enzymatic reaction 3.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 20 °C 3.2: 20 °C 4.1: borane-THF / tetrahydrofuran / 20 °C 4.2: 4 h View Scheme | |
Multi-step reaction with 4 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / 2 h / 65 °C 2.1: nitrilase of Rhodococcus rhodochrous NCIMB11216 / aq. phosphate buffer; dimethyl sulfoxide / 96 h / 30 °C / pH 7.3 / Enzymatic reaction 3.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 20 °C 3.2: 20 °C 4.1: borane-THF / tetrahydrofuran / 20 °C 4.2: 4 h View Scheme | |
Multi-step reaction with 4 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / 2 h / 65 °C 2.1: over-expressed nitrilase of Rhodococcus rhodochrous NCIMB 11216 / aq. phosphate buffer; dimethyl sulfoxide / 6 h / 30 °C / pH 7 / Enzymatic reaction 3.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 20 °C 3.2: 20 °C 4.1: borane-THF / tetrahydrofuran / 20 °C 4.2: 4 h View Scheme |
(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.25 h / 20 °C 1.2: 12 h / 20 °C 2.1: boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / 8 h / 0 - 20 °C 3.1: ethanol / 1 h / Reflux 4.1: sodium hydroxide / ethanol; water; dichloromethane / 1 h / 20 °C / pH 10 - 11 5.1: acetic acid / ethanol / 0.5 h / 20 °C 5.2: 1 h / 15 - 20 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.25 h / 20 °C 1.2: 12 h / 20 °C 2.1: boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / 8 h / 0 - 20 °C 3.1: ethanol; Isopropyl acetate / 1 h / Reflux 4.1: sodium hydroxide / water; dichloromethane / 1 h / 20 °C / pH 10 - 11 5.1: acetic acid / ethanol / 0.5 h / 20 °C 5.2: 1 h / 15 - 20 °C View Scheme |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium hydroxide / water; dichloromethane / 1 h / 20 °C / pH 10 - 11 2.1: acetic acid / ethanol / 0.5 h / 20 °C 2.2: 1 h / 15 - 20 °C View Scheme |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / 8 h / 0 - 20 °C 2.1: ethanol / 1 h / Reflux 3.1: sodium hydroxide / ethanol; water; dichloromethane / 1 h / 20 °C / pH 10 - 11 4.1: acetic acid / ethanol / 0.5 h / 20 °C 4.2: 1 h / 15 - 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / 8 h / 0 - 20 °C 2.1: ethanol; Isopropyl acetate / 1 h / Reflux 3.1: sodium hydroxide / water; dichloromethane / 1 h / 20 °C / pH 10 - 11 4.1: acetic acid / ethanol / 0.5 h / 20 °C 4.2: 1 h / 15 - 20 °C View Scheme |
({3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl)(methyl)amine
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: ethanol / 1 h / Reflux 2.1: sodium hydroxide / ethanol; water; dichloromethane / 1 h / 20 °C / pH 10 - 11 3.1: acetic acid / ethanol / 0.5 h / 20 °C 3.2: 1 h / 15 - 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: ethanol; Isopropyl acetate / 1 h / Reflux 2.1: sodium hydroxide / water; dichloromethane / 1 h / 20 °C / pH 10 - 11 3.1: acetic acid / ethanol / 0.5 h / 20 °C 3.2: 1 h / 15 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: 0.75 h / Reflux 2.1: water; dichloromethane / pH 10 - 11 2.2: 0 - 5 °C / pH 1 - 2 View Scheme |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
1-bromo-3-propanol
3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}methylamino]-1-propanol
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 50℃; for 24h; | 96% |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
ivabradine
Conditions | Yield |
---|---|
Stage #1: 1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 7,8-dimethoxy-3-(3-iodopropyl)-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one In N,N-dimethyl-formamide at 20℃; for 6h; | 95.8% |
With triethylamine In acetonitrile at 20℃; for 12h; |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
7,8-dimethoxy-3-[3-iodopropane]-1,3-dihydro-2H-3-benzazepin-2-one
3-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one
Conditions | Yield |
---|---|
Stage #1: 1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride With potassium carbonate In water at 30℃; Stage #2: 7,8-dimethoxy-3-[3-iodopropane]-1,3-dihydro-2H-3-benzazepin-2-one In water at 30 - 60℃; for 24.5h; Reagent/catalyst; | 94% |
Stage #1: 1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride With potassium carbonate In N,N-dimethyl-formamide at 25 - 30℃; for 1h; Stage #2: 7,8-dimethoxy-3-[3-iodopropane]-1,3-dihydro-2H-3-benzazepin-2-one In N,N-dimethyl-formamide at 5 - 25℃; for 4h; | 75% |
With potassium carbonate In acetone at 55 - 58℃; for 3h; | |
In acetone for 18h; Reflux; |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
1,3-chlorobromopropane
(S)-3-chloro-N-((3,4-dimethoxybicyclo[4.2,0]octa-1(6),2,4-trien-7-yl)methyl)-N-methylpropan-1-amine
Conditions | Yield |
---|---|
Stage #1: 1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride With potassium carbonate In water at 40℃; Stage #2: 1.3-chlorobromopropane In water at 40℃; for 5h; | 94% |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide for 6h; Reflux; | 91% |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
3-(3-chloropropyl)-1,3-dihydro-7,8-dimethoxy-2H-3-benzazepine-2-one
3-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; sodium carbonate; sodium iodide In toluene at 108 - 110℃; for 10h; Temperature; Solvent; Reagent/catalyst; | 86% |
With potassium carbonate; sodium iodide In acetone for 28h; Reflux; Large scale; | 82.54% |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
ivabradine hydrochloride
Conditions | Yield |
---|---|
Stage #1: 3-(2-[1,3]-dioxolan-2-yl-ethyl)-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one With hydrogen; palladium on activated charcoal In ethanol at 55℃; under 3750.38 Torr; Stage #2: 1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride In ethanol; water at 20 - 85℃; under 22502.3 Torr; | 85% |
Stage #1: 3-(2-[1,3]-dioxolan-2-yl-ethyl)-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one With palladium on activated charcoal; hydrogen In ethanol at 55℃; under 3750.38 Torr; Autoclave; Large scale; Stage #2: 1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride With palladium on activated charcoal; hydrogen In ethanol; water at 85℃; under 22502.3 Torr; Autoclave; Large scale; | 85% |
Stage #1: 3-(2-[1,3]-dioxolan-2-yl-ethyl)-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one With palladium on activated charcoal; hydrogen In ethanol at 20 - 55℃; under 3750380 Torr; Autoclave; Inert atmosphere; Stage #2: 1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride In ethanol; water at 20 - 85℃; under 63756400 Torr; Inert atmosphere; | 85% |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
7,8-dimethoxy-3-[3-iodopropane]-1,3-dihydro-2H-3-benzazepin-2-one
Conditions | Yield |
---|---|
Stage #1: 1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride With potassium carbonate In ethyl acetate at 25 - 30℃; for 1h; Stage #2: 7,8-dimethoxy-3-[3-iodopropane]-1,3-dihydro-2H-3-benzazepin-2-one In ethyl acetate at 5 - 25℃; for 6h; Stage #3: With palladium 10% on activated carbon; hydrogen In ethyl acetate at 65 - 70℃; for 6h; | 85% |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
ivabradine hydrochloride
Conditions | Yield |
---|---|
With palladium on activated charcoal; hydrogen In ethanol; water at 85℃; under 22502.3 Torr; Autoclave; | 85% |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
7,8-dimethoxy-3-[3-iodopropane]-1,3-dihydro-2H-3-benzazepin-2-one
3-[3-({[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino)propyl]-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one hydrochloride
Conditions | Yield |
---|---|
Stage #1: 1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride; 7,8-dimethoxy-3-[3-iodopropane]-1,3-dihydro-2H-3-benzazepin-2-one With potassium carbonate In water; toluene at 70℃; Inert atmosphere; Stage #2: With hydrogenchloride In water | 80% |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
3-(3-chloropropyl)-1,3-dihydro-7,8-dimethoxy-2H-3-benzazepine-2-one
oxalic acid
dehydro-ivabradine oxalate
Conditions | Yield |
---|---|
Stage #1: 1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride; 3-(3-chloropropyl)-1,3-dihydro-7,8-dimethoxy-2H-3-benzazepine-2-one With potassium carbonate; sodium iodide In 1-methyl-pyrrolidin-2-one at 20 - 60℃; Inert atmosphere; Stage #2: oxalic acid In methanol at 20℃; for 2h; | 76% |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
(2-{2-[(3-chloropropyl)amino]ethyl}-4,5-dimethoxyphenyl)acetonitrile
{2-[2-({3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)-amino]propyl}amino)ethyl]-4,5-dimethoxyphenyl}acetonitrile
Conditions | Yield |
---|---|
With triethylamine In acetonitrile for 6h; Reflux; | 66% |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
3-(7,8-Dimethoxy-2-oxo-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)-propanenitrile
N-{[(7S)-3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-3-(7,8-dimethoxy-2-oxo-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)-N-methylpropanimidamide
Conditions | Yield |
---|---|
Stage #1: 1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride; 3-(7,8-Dimethoxy-2-oxo-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)-propanenitrile With triethylamine; copper(l) chloride In methanol for 24h; Inert atmosphere; Reflux; Stage #2: With sodium hydroxide In methanol; dichloromethane; water at 20℃; | 46% |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
ivabradine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium carbonate; sodium iodide / 1-methyl-pyrrolidin-2-one / 20 - 60 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: potassium carbonate / water / 0.08 h 2.2: Inert atmosphere 3.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / water / 6 h / 45 °C / 7500.75 Torr View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine / acetonitrile / 12 h / 20 °C 2: hydrogenchloride; pyrographite / acetonitrile / 0.17 h / 70 °C / pH 2 - 3 View Scheme |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
3-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium carbonate; sodium iodide / 1-methyl-pyrrolidin-2-one / 20 - 60 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: potassium carbonate / water / 0.08 h 2.2: Inert atmosphere View Scheme |
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
3-{3-[((S)-3,4-dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-ylmethyl)-methyl-amino]-propyl}-7,8-dimethoxy-1,3-dihydro-benzo[d]azepine-2-one nitrate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium carbonate; sodium iodide / 1-methyl-pyrrolidin-2-one / 20 - 60 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: potassium carbonate / water / 0.08 h 2.2: Inert atmosphere 3.1: nitric acid / ethanol; water View Scheme |
Molecular Structure of Bicyclo[4.2.0]octa-1,3,5-triene-7-methanamine,3,4-dimethoxy-N-methyl-, hydrochloride (1:1), (7S)- (CAS NO.866783-13-3):
Systematic Name: 1-[(7S)-3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
Empirical Formula: C12H18ClNO2
Molecular Weight: 243.7298
Nominal Mass: 243
Average Mass: 243.7298
Monoisotopic Mass: 243.102607
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 4
Flash Point: 158.6 °C
Enthalpy of Vaporization: 59.35 kJ/mol
Boiling Point: 338.6 °C at 760 mmHg
Vapour Pressure: 6.95E-05 mmHg at 25 °C
SMILES: Cl.O(c1cc2c(cc1OC)[C@@H](CNC)C2)C
InChI: InChI=1/C12H17NO2.ClH/c1-13-7-9-4-8-5-11(14-2)12(15-3)6-10(8)9;/h5-6,9,13H,4,7H2,1-3H3;1H/t9-;/m1./s1
InChIKey: SWSAIQSQSDOONK-SBSPUUFOBL
Bicyclo[4.2.0]octa-1,3,5-triene-7-methanamine,3,4-dimethoxy-N-methyl-, hydrochloride (1:1), (7S)- (CAS NO.866783-13-3), its Synonyms are (7S)-3,4-Dimethoxy-N-methylbicyclo[4.2.0]octa-1,3,5-triene-7-methanamine hydrochloride ; (1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane hydrochloride .
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