(+)-3-Methoxymorphinan

Base Information

• Chemical Name: (+)-3-Methoxymorphinan
• CAS No.: 1531-23-3
• Molecular Formula: C₁₇H₂₃NO
• Molecular Weight: 257.376
• European Community (EC) Number: 216-240-6
• UNII: SH6R750LWZ
• Wikipedia: 3-Methoxymorphinan
• Metabolomics Workbench ID: 42567
• ChEMBL ID: CHEMBL1638
• Mol file: 1531-23-3.mol

Synonyms:3-methoxymorphinan;3-methoxymorphinan hydrobromide, (9alpha,13alpha,14alpha)-isomer;3-methoxymorphinan hydrochloride;3-methoxymorphinan hydrochloride, (14alpha)-(+-)-isomer;3-methoxymorphinan hydrochloride, (14alpha)-isomer;3-methoxymorphinan, (+-)-isomer;3-methoxymorphinan, (14alpha)-(+-)-isomer;3-methoxymorphinan, (14alpha)-isomer;3-methoxymorphinan, (9alpha,13alpha,14alpha)-isomer;LK-3 compound

Chemical Property of (+)-3-Methoxymorphinan

Chemical Property:

• Vapor Pressure: 1.03E-06mmHg at 25°C
• Boiling Point: 403.2°C at 760 mmHg
• Flash Point: 167.1°C
• PSA: 21.26000
• Density: 1.12g/cm³
• LogP: 3.37000
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 257.177964357
• Heavy Atom Count: 19
• Complexity: 344

Purity/Quality:

99%, ^*data from raw suppliers

N-Nordextromethorphan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(CC3C4C2(CCCC4)CCN3)C=C1
• Isomeric SMILES: COC1=CC2=C(C[C@H]3[C@@H]4[C@]2(CCCC4)CCN3)C=C1

Technology Process of (+)-3-Methoxymorphinan

There total 28 articles about (+)-3-Methoxymorphinan 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: 97.0%

dextromethorphan (125-71-3,1453167-99-1) → (+)-3-methoxymorphinan (1531-23-3,1531-25-5,4163-20-6,28973-47-9,53593-66-1)

Guidance literature:

dextromethorphan; With 3-chloro-benzenecarboperoxoic acid; Inert atmosphere;

With iron; In chloroform; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo1008492

Reference yield: 92.0%

dextromethorphan N-oxide hydrochloride (113951-04-5,1177419-85-0) → (+)-3-methoxymorphinan (1531-23-3,1531-25-5,4163-20-6,28973-47-9,53593-66-1)

Guidance literature:

With triiron dodecarbonyl; In isopropyl alcohol; at 21 ℃; for 0.7h; Reagent/catalyst; Solvent; Green chemistry;

DOI:10.1039/c7gc00436b

Reference yield: 92.0%

dextromethorphan N-oxide hydrochloride (113951-04-5,1177419-85-0) → (+)-3-methoxymorphinan (1531-23-3,1531-25-5,4163-20-6,28973-47-9,53593-66-1) + dextromethorphan (125-71-3,1453167-99-1)

Guidance literature:

dextromethorphan N-oxide hydrochloride; With ferrocene; In chloroform; at 40 ℃; for 72h;

With sodium hydroxide; In chloroform; water;

DOI:10.1016/j.bmcl.2010.06.031

upstream raw materials:

dextromethorphan

dextromethorphan

dextromethorphan

dextromethorphan N-oxide hydrochloride

Downstream raw materials:

(4bS,8aS,9S)-ethyl 3-hydroxy-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate

(9α,13α,14α)-3-methoxy-17-methylmorphinan-10-one

N-CD3-dextromethorphan

Refernces

• 1、 Andrews,Abd-Ellah,Randolph,Kenworthy,Carlile,Friedberg,Houston. "Comparative study of the metabolism of drug substrates by human cytochrome P450 3A4 expressed in bacterial, yeast and human lymphoblastoid cells". . p. 937 - 947. Retrieved 2002.
• 2、 -. "ANALOGS OF DEXTROMETHORPHAN WITH BALANCED RECEPTOR ACTIVITIES". Paragraph 0073-0075. . Retrieved 2022/03/09.
• 3、 -. "COMPOSITIONS AND METHODS THEREOF". Paragraph 00535. . Retrieved 2018/03/25.