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CAS No.: | 1531-25-5 | ||||
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Name: | 3-METHOXYMORPHINAN HCL | ||||
Article Data: | 32 | ||||
Molecular Structure: | |||||
Formula: | C17H23 N O | ||||
Molecular Weight: | 257.376 | ||||
Synonyms: | 3-Methoxymorphinan | ||||
Density: | 1.12g/cm3 | ||||
Boiling Point: | 403.2°Cat760mmHg | ||||
Flash Point: | 167.1°C | ||||
Safety: |
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PSA: | 21.26000 | ||||
LogP: | 3.37000 |
Conditions | Yield |
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Stage #1: levomethorphan With carbonochloridic acid 1-chloro-ethyl ester; sodium hydrogencarbonate In 1,2-dichloro-ethane for 48h; Heating; Stage #2: With methanol for 3h; Heating; Further stages.; | 90% |
Stage #1: levomethorphan With bromocyane In dichloromethane Inert atmosphere; Reflux; Stage #2: With potassium hydroxide In diethylene glycol at 160℃; for 2h; | 85% |
Stage #1: levomethorphan With carbonochloridic acid 1-chloro-ethyl ester Substitution; Stage #2: With methanol solvolysis; | |
With carbonochloridic acid 1-chloro-ethyl ester; potassium carbonate In 1,2-dichloro-ethane for 6h; Heating; | |
Multi-step reaction with 2 steps 1: benzene / 1 h / Heating 2: 1.) aq. acetic acid, zinc powder, 2.) aq. NaOH / 1.) 20 min, 2.) chloroform View Scheme |
methanol
3-methoxy-N-chloromorphinan
A
(-)-3-Methoxymorphinan
B
2,3,4,4a,6,7-hexahydro-6,10-dimethoxy-1H,5,11b-ethanodibenzazepine
Conditions | Yield |
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With silver nitrate for 180h; Ambient temperature; Yield given; | A 60% B n/a |
(-)-3-Methoxymorphinan
Conditions | Yield |
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With sodium hydroxide; acetic acid; zinc 1.) 20 min, 2.) chloroform; Yield given. Multistep reaction; |
(-)-3-Methoxymorphinan
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: 99 percent / diethyl ether; methanol / 20 °C 2.1: NaHCO3; 1-chloroethyl chloroformate / 1,2-dichloro-ethane / 48 h / Heating 2.2: 90 percent / MeOH / 3 h / Heating View Scheme | |
Multi-step reaction with 2 steps 2.1: 1-chloroethyl chloroformate 2.2: MeOH View Scheme |
(-)-3-Methoxymorphinan
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: palladium diacetate; 1,3-bis-(diphenylphosphino)propane; triethylsilane / N,N-dimethyl-formamide / 60 °C / Inert atmosphere 2.1: bromocyane / dichloromethane / Inert atmosphere; Reflux 2.2: 2 h / 160 °C View Scheme |
N-formyl-3-methoxymorphinan
(-)-3-Methoxymorphinan
Conditions | Yield |
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With sodium hydroxide In methanol Reflux; |
(-)-3-Methoxymorphinan
3-methoxymorphinan-10-one
Conditions | Yield |
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With chromium(VI) oxide; sulfuric acid for 2h; Heating; | 92% |
With chromium(VI) oxide; sulfuric acid Oxidation; |
(-)-3-Methoxymorphinan
3-methoxy-N-chloromorphinan
Conditions | Yield |
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With sodium hypochlorite In methanol; water | 78% |
Conditions | Yield |
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With 47 percent aq. | 70% |
With hydrogen bromide; acetic acid demethylation; | |
With hydrogen bromide; acetic acid |
Conditions | Yield |
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Stage #1: Cyclopropyl methyl ketone; (-)-3-Methoxymorphinan With acetic acid at 70℃; for 1h; Stage #2: With sodium cyanoborohydride at 70℃; | 42% |