(+)-O-Methylarmepavine

Base Information

• Chemical Name: (+)-O-Methylarmepavine
• CAS No.: 3423-02-7
• Molecular Formula: C20H25NO3
• Molecular Weight: 327.423
• Hs Code.: 2933499090
• UNII: UN39NQ2D6R
• Nikkaji Number: J128.822I
• Wikidata: Q105159927
• Mol file: 3423-02-7.mol

Synonyms:O-Methylarmepavine, (S)-;UN39NQ2D6R;UNII-UN39NQ2D6R;(+)-O-Methylarmepavine;3423-02-7;Isoquinoline, 1,2,3,4-tetrahydro-6,7-dimethoxy-1-((4-methoxyphenyl)methyl)-2-methyl-, (1S)-;l-O-Methylarmepavine

Chemical Property of (+)-O-Methylarmepavine

Chemical Property:

• PSA: 30.93000
• LogP: 3.42200
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 327.18344366
• Heavy Atom Count: 24
• Complexity: 383

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC)OC)OC
• Isomeric SMILES: CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC=C(C=C3)OC)OC)OC

Technology Process of (+)-O-Methylarmepavine

There total 28 articles about (+)-O-Methylarmepavine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

(+)-O,O-Dimethylvanuatine (87183-77-5) → (S)-1-(2-Hydroxy-4,5-dimethoxybenzyl)-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin (4829-27-0) + (R)-(-)-O-methylarmepavine (3423-02-7,13425-06-4)

Guidance literature:

In tetrahydrofuran; 1) -78 degC, 0.5-2 h, 2) warm to room temp.;

DOI:10.1021/jo00170a016

Reference yield:

6,7-dimethoxy-1-[[4-[5-(6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinyl)methyl-2-methoxy]phenoxy]benzyl]-2-methyl-1,2,3,4-tetrahydroisoquinoline (228271-22-5) → (S)-armepavine (14400-96-5,3423-14-1) + armepavine (524-20-9,3423-14-1) + (R)-(-)-O-methylarmepavine (3423-02-7,13425-06-4) + (R)-O-methylarmepavine (5701-00-8,13425-06-4)

Guidance literature:

With ammonia; sodium; In 1,4-dioxane; at -78 ℃; for 2h;

DOI:10.1002/ejoc.201301128

Reference yield:

dehatrine → Coclaurine (486-39-5) + (R)-(-)-O-methylarmepavine (3423-02-7,13425-06-4)

Guidance literature:

With sodium; In tetrahydrofuran; ammonia;

DOI:10.1016/0031-9422(89)80062-7

upstream raw materials:

Tetrandrin

(+)-O-methylthalicberine

diazomethane

(+)-O,O-Dimethylvanuatine