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CAS No.: | 28973-48-0 |
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Name: | (9alpha,13alpha,14alpha)-3-methoxymorphinan-17-carbaldehyde |
Article Data: | 8 |
Molecular Structure: | |
Formula: | C18H23 N O2 |
Molecular Weight: | 285.386 |
Synonyms: | 9a,13a,14a-Morphinan-17-carboxaldehyde, 3-methoxy- (8CI);(+)-3-Methoxy-N-formylmorphinan; (+)-N-Formyl-3-methoxymorphinan |
Density: | 1.18g/cm3 |
Boiling Point: | 473.9°Cat760mmHg |
Flash Point: | 240.4°C |
PSA: | 29.54000 |
LogP: | 3.48380 |
(S)-2-Formyl-1-<(4-methoxyphenyl)methyl>-1,2,3,4,5,6,7,8-octahydroispquinoline
(+)-3-methoxy-N-formylmorphinan
Conditions | Yield |
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With phosphoric acid In neat (no solvent) at 80℃; for 10h; Reagent/catalyst; Temperature; Time; Green chemistry; | 98% |
dextromethorphan
A
(+)-3-methoxymorphinan
B
(+)-3-methoxy-N-formylmorphinan
Conditions | Yield |
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With oxygen; lithium perchlorate; 9,10-Dicyanoanthracene In acetonitrile at 20℃; Irradiation; | A 83 % Spectr. B 10 % Spectr. |
With oxygen; 9,10-Dicyanoanthracene In acetonitrile at 20℃; Irradiation; | A 43 % Spectr. B 57 % Spectr. |
With potassium carbonate; tris(p-bromophenyl)aminium hexafluorophosphate In water; acetonitrile at -20℃; Solvent; Reagent/catalyst; Temperature; Inert atmosphere; |
(+)-3-methoxymorphinan hydrochloride
formic acid ethyl ester
(+)-3-methoxy-N-formylmorphinan
Conditions | Yield |
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With ammonium hydroxide; formic acid Heating; Yield given; |
(+)-3-methoxy-N-formylmorphinan
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 90 percent / a.) 20percent aq. NH4OH, b.) K2CO3, 1-chloroethyl chloroformate / 1,2-dichloro-ethane / 6 h / Heating 2: a.) 20percent aq. NH4OH, b.) 100percent HCOOH / Heating View Scheme |
4-Methoxyphenylacetic acid
(+)-3-methoxy-N-formylmorphinan
Conditions | Yield |
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Multi-step reaction with 5 steps 1: 5 h / 150 °C 2: POCl3 / benzene / Heating 3: pyridine; tetrahydrofuran / 8 h / 0 °C 4: H2 / Ru(OCOCF3)2<(S)-tolbinap> / methanol / 100 h / 30 °C / 76000.1 Torr View Scheme |
1-(4-methoxybenzyl)-3,4,5,6,7,8-hexahydro-isoquinoline
(+)-3-methoxy-N-formylmorphinan
Conditions | Yield |
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Multi-step reaction with 3 steps 1: pyridine; tetrahydrofuran / 8 h / 0 °C 2: H2 / Ru(OCOCF3)2<(S)-tolbinap> / methanol / 100 h / 30 °C / 76000.1 Torr View Scheme |
N-(2-cyclohex-1-enylethyl)-2-(4-methoxyphenyl)-acetamide
(+)-3-methoxy-N-formylmorphinan
Conditions | Yield |
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Multi-step reaction with 4 steps 1: POCl3 / benzene / Heating 2: pyridine; tetrahydrofuran / 8 h / 0 °C 3: H2 / Ru(OCOCF3)2<(S)-tolbinap> / methanol / 100 h / 30 °C / 76000.1 Torr View Scheme |
(Z)-2-Formyl-1-<(4-methoxyphenyl)methylene>-1,2,3,4,5,6,7,8-octahydroisoquinoline
(+)-3-methoxy-N-formylmorphinan
Conditions | Yield |
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Multi-step reaction with 2 steps 1: H2 / Ru(OCOCF3)2<(S)-tolbinap> / methanol / 100 h / 30 °C / 76000.1 Torr View Scheme |
2-(1-cyclohexenyl)ethylamine
(+)-3-methoxy-N-formylmorphinan
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 5 h / 150 °C 2: POCl3 / benzene / Heating 3: pyridine; tetrahydrofuran / 8 h / 0 °C 4: H2 / Ru(OCOCF3)2<(S)-tolbinap> / methanol / 100 h / 30 °C / 76000.1 Torr View Scheme |
(+)-3-methoxy-N-formylmorphinan
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 48 h / Reflux 2: phosphoric acid / neat (no solvent) / 10 h / 80 °C / Green chemistry View Scheme |