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1531-25-5

Basic Information
CAS No.: 1531-25-5
Name: 3-METHOXYMORPHINAN HCL
Article Data: 32
Molecular Structure:
Molecular Structure of 1531-25-5 (3-METHOXYMORPHINAN HCL)
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:
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
PSA: 21.26000
LogP: 3.37000
Synthetic route
125-70-2

levomethorphan

1531-25-5

(-)-3-Methoxymorphinan

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

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
ConditionsYield
With sodium hydroxide; acetic acid; zinc 1.) 20 min, 2.) chloroform; Yield given. Multistep reaction;
Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium hydroxide In methanol Reflux;
1531-25-5

(-)-3-Methoxymorphinan

259133-97-6

3-methoxymorphinan-10-one

Conditions
ConditionsYield
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
ConditionsYield
With sodium hypochlorite In methanol; water78%
1531-25-5

(-)-3-Methoxymorphinan

1531-12-0

norlevorphanol

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