CAS No.1531-25-5,3-METHOXYMORPHINAN HCL Suppliers

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3-METHOXYMORPHINAN HCL CAS 1531-25-5

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3-METHOXYMORPHINAN HCL CAS No.1531-25-5

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[2H3]-3-Methoxymorphinan

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Synthetic route

: 125-70-2
levomethorphan

: 1531-25-5
(-)-3-Methoxymorphinan

Conditions

Conditions	Yield
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

: 67-56-1
methanol

: 83607-50-5
3-methoxy-N-chloromorphinan

A: 1531-25-5
(-)-3-Methoxymorphinan

B: 83607-48-1
2,3,4,4a,6,7-hexahydro-6,10-dimethoxy-1H,5,11b-ethanodibenzazepine

Conditions

Conditions	Yield
With silver nitrate for 180h; Ambient temperature; Yield given;	A 60% B n/a

...Expand

: 1,3,4,9,10,10a-hexahydro-6-methoxy-2H-10,4a-(iminoethano)phenanthrene-11-carboxylic acid 2,2,2-trichloroethyl ester

: 1531-25-5
(-)-3-Methoxymorphinan

Conditions

Conditions	Yield
With sodium hydroxide; acetic acid; zinc 1.) 20 min, 2.) chloroform; Yield given. Multistep reaction;

: 77-07-6, 125-73-5, 297-90-5, 2616-02-6, 59684-82-1
Levorphanol

: 1531-25-5
(-)-3-Methoxymorphinan

Conditions

Conditions	Yield
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

: (4bR,9R)-3-methoxy-11-methyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthren-4-yl trifluoromethanesulfonate

: 1531-25-5
(-)-3-Methoxymorphinan

Conditions

Conditions	Yield
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

: 51745-06-3
N-formyl-3-methoxymorphinan

: 1531-25-5
(-)-3-Methoxymorphinan

Conditions

Conditions	Yield
With sodium hydroxide In methanol Reflux;

: 1531-25-5
(-)-3-Methoxymorphinan

: 259133-97-6
3-methoxymorphinan-10-one

Conditions

Conditions	Yield
With chromium(VI) oxide; sulfuric acid for 2h; Heating;	92%
With chromium(VI) oxide; sulfuric acid Oxidation;

: 1531-25-5
(-)-3-Methoxymorphinan

: 83607-50-5
3-methoxy-N-chloromorphinan

Conditions

Conditions	Yield
With sodium hypochlorite In methanol; water	78%

: 1531-25-5
(-)-3-Methoxymorphinan

: 1531-12-0
norlevorphanol

Conditions

Conditions	Yield
With 47 percent aq.	70%
With hydrogen bromide; acetic acid demethylation;
With hydrogen bromide; acetic acid

: 765-43-5
Cyclopropyl methyl ketone

: 1531-25-5
(-)-3-Methoxymorphinan

: (4bR,9R)-11-(1-cyclopropylethyl)-3-methoxy-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene

Conditions

Conditions	Yield
Stage #1: Cyclopropyl methyl ketone; (-)-3-Methoxymorphinan With acetic acid at 70℃; for 1h; Stage #2: With sodium cyanoborohydride at 70℃;	42%

P(t-Bu)3: P(t-Bu)3

: 1531-25-5
(-)-3-Methoxymorphinan

: 586-78-7
para-nitrophenyl bromide

: 865-48-5
sodium t-butanolate

: (+)-3-methoxy-17-(4-nitrophenyl)morphinan

Conditions

Conditions	Yield
nitrogen; palladium diacetate In hexane; ethyl acetate; toluene	30%

...Expand

: 1531-25-5
(-)-3-Methoxymorphinan

: 586-78-7
para-nitrophenyl bromide

: (+)-3-methoxy-17-(4-nitrophenyl) morphinan

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; sodium t-butanolate; palladium diacetate In hexane; toluene at 80℃; for 6h;	30%

: 1531-25-5
(-)-3-Methoxymorphinan

: 109-90-0
ethyl isocyanate

: N-ethyl-3-methoxymorphinan-17-carboxamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 1h;	16.3%

: 17178-10-8
2-methoxy-ethyl p-toluenesulfonyloxy ester

: 1531-25-5
(-)-3-Methoxymorphinan

: 76-05-1
trifluoroacetic acid

: 3-methoxy-17-(2-methoxyethyl)morphinan trifluoroacetic acid salt

Conditions

Conditions	Yield
Stage #1: 2-methoxy-ethyl p-toluenesulfonyloxy ester; (-)-3-Methoxymorphinan With N-ethyl-N,N-diisopropylamine In acetonitrile at 50℃; for 1.5h; Stage #2: trifluoroacetic acid	11.75%

...Expand

: 54245-42-0
[11C]methyl iodide

: 1531-25-5
(-)-3-Methoxymorphinan

: (N-11CH3)dextromethorphan

Conditions

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide; N,N-dimethyl-formamide at 100℃; for 0.0833333h;

: 1531-25-5
(-)-3-Methoxymorphinan

: 106-95-6
allyl bromide

: 19826-47-2
17-allyl-3-methoxy-morphinane

Conditions

Conditions	Yield
With sodium hydride

: 108-86-1
bromobenzene

P(t-Bu)3: P(t-Bu)3

: 1531-25-5
(-)-3-Methoxymorphinan

: 865-48-5
sodium t-butanolate

: (+)-3-methoxy-17-(phenyl)morphinan

Conditions

Conditions	Yield
argon; palladium diacetate In hexane; toluene

...Expand

: 1531-25-5
(-)-3-Methoxymorphinan

: 259134-00-4
C16H19NO2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 92 percent / CrO3; H2SO4 / 2 h / Heating 2: HBr; AcOH View Scheme
Multi-step reaction with 2 steps 1: CrO3; H2SO4 2: HBr; HOAc View Scheme

: 1531-25-5
(-)-3-Methoxymorphinan

: 4163-15-9
cyclorphan

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: HBr; AcOH 2: Et3N / CH2Cl2 / 14 h / Heating 3: LiAlH4 / tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 3 steps 1: HBr; HOAc 2: NEt3 3: LiAlH4 View Scheme

: 1531-25-5
(-)-3-Methoxymorphinan

: 259133-98-7
N-(cyclopropylmethyl)-3-methoxymorphinan-10-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 92 percent / CrO3; H2SO4 / 2 h / Heating 2: 87 percent / NaHCO3 / dimethylformamide / 4 h / 75 °C View Scheme
Multi-step reaction with 2 steps 1: CrO3; H2SO4 View Scheme

: 1531-25-5
(-)-3-Methoxymorphinan

: 259134-04-8
N-(cyclopropylmethyl)-3-hydroxymorphinan-10-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 92 percent / CrO3; H2SO4 / 2 h / Heating 2: 87 percent / NaHCO3 / dimethylformamide / 4 h / 75 °C 3: 71 percent / BBr3 / CH2Cl2 / 20 °C View Scheme
Multi-step reaction with 3 steps 1: CrO3; H2SO4 3: BBr3 / CH2Cl2 View Scheme

: 1531-25-5
(-)-3-Methoxymorphinan

: 4163-26-2
butorphan

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: HBr; AcOH 2: Et3N / CH2Cl2 / 14 h / Heating 3: LiAlH4 / tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 3 steps 1: HBr; HOAc 2: NEt3 3: LiAlH4 View Scheme

: 1531-25-5
(-)-3-Methoxymorphinan

: 259134-03-7
N-[(S)-tetrahydrofurfuryl]morphinan-3-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HBr; AcOH 2: 58 percent / NaHCO3 / dimethylformamide / 7 h / 120 °C View Scheme
Multi-step reaction with 2 steps 1: HBr; HOAc View Scheme

: 1531-25-5
(-)-3-Methoxymorphinan

: 3-hydroxy-N-[(S)-tetrahydrofurfuryl]morphinan-10-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 92 percent / CrO3; H2SO4 / 2 h / Heating 2: HBr; AcOH 3: 19 percent / NaHCO3 / dimethylformamide / 12 h / 120 °C View Scheme
Multi-step reaction with 3 steps 1: CrO3; H2SO4 2: HBr; HOAc View Scheme

: 1531-25-5
(-)-3-Methoxymorphinan

: 4236-97-9
C24H29NO3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HBr; AcOH 2: Et3N / CH2Cl2 / 14 h / Heating View Scheme
Multi-step reaction with 2 steps 1: HBr; HOAc 2: NEt3 View Scheme

: 1531-25-5
(-)-3-Methoxymorphinan

: 5196-22-5
C26H33NO3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HBr; AcOH 2: Et3N / CH2Cl2 / 14 h / Heating View Scheme
Multi-step reaction with 2 steps 1: HBr; HOAc 2: NEt3 View Scheme

: 1531-25-5
(-)-3-Methoxymorphinan

: C23H31NO

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaH 2: 47 percent aq. HBr 3: NaH View Scheme

: 1531-25-5
(-)-3-Methoxymorphinan

: 152-02-3
levallorphan

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH 2: 47 percent aq. HBr View Scheme

: 1531-25-5
(-)-3-Methoxymorphinan

: (4bR,9R)-11-(1-cyclopropylethyl)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthren-3-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: acetic acid / 1 h / 70 °C 1.2: 70 °C 2.1: boron tribromide / dichloromethane / 3 h / Inert atmosphere; Cooling with ice View Scheme

: 1531-25-5
(-)-3-Methoxymorphinan

: (4bR,9R)-11-(1-cyclopropylethyl)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthren-3-yl trifluoromethanesulfonate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: acetic acid / 1 h / 70 °C 1.2: 70 °C 2.1: boron tribromide / dichloromethane / 3 h / Inert atmosphere; Cooling with ice 3.1: triethylamine / dichloromethane / 20 °C View Scheme

: 1531-25-5
(-)-3-Methoxymorphinan

: (4bR,9R)-11-(1-cyclopropylethyl)-N-(2,4-dimethoxybenzyl)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-3-carboxamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: acetic acid / 1 h / 70 °C 1.2: 70 °C 2.1: boron tribromide / dichloromethane / 3 h / Inert atmosphere; Cooling with ice 3.1: triethylamine / dichloromethane / 20 °C 4.1: palladium diacetate; 1-hydroxy-pyrrolidine-2,5-dione; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; triethylamine / dimethyl sulfoxide / 75 °C / 760.05 Torr 4.2: 1 h / 20 °C View Scheme

Yield

Multi-step reaction with 4 steps
1.1: acetic acid / 1 h / 70 °C
1.2: 70 °C
2.1: boron tribromide / dichloromethane / 3 h / Inert atmosphere; Cooling with ice
3.1: triethylamine / dichloromethane / 20 °C
4.1: palladium diacetate; 1-hydroxy-pyrrolidine-2,5-dione; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; triethylamine / dimethyl sulfoxide / 75 °C / 760.05 Torr
4.2: 1 h / 20 °C
View Scheme

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