N-Methylmorphinan

Base Information

• Chemical Name: N-Methylmorphinan
• CAS No.: 3882-38-0
• Molecular Formula: C17H23N
• Molecular Weight: 241.376
• European Community (EC) Number: 223-412-4
• UNII: L928S82LXO
• DSSTox Substance ID: DTXSID90959614
• Wikidata: Q27107470
• Mol file: 3882-38-0.mol

Synonyms:N-Methylmorphinan;17-Methylmorphinan;Morphinan, N-methyl-;Morphinan, 17-methyl-;EINECS 223-412-4;N-Methyl morphinan;3882-38-0;UNII-L928S82LXO;L928S82LXO;2H-10,4a-Iminoethanophenanthrene, 1,3,4,9,10,10a-hexahydro-11-methyl-;17-METHYLMORPHINA;SCHEMBL723319;N-METHYLMORPHINAN [MI];CHEBI:7303;DTXSID90959614;IHBSVVZENGBQDY-BBWFWOEESA-N;C17-H30-N;LS-91851;Q27107470;2H-10,4a-Iminoethanophenanthrene, 1,3,4,9,10,10a-hexahydro-11-methyl- (6CI)

Chemical Property of N-Methylmorphinan

Chemical Property:

• Vapor Pressure: 3.19E-05mmHg at 25°C
• Boiling Point: 355.1°C at 760 mmHg
• Flash Point: 152.3°C
• PSA: 3.24000
• Density: 1.08g/cm³
• LogP: 3.31270
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 241.183049738
• Heavy Atom Count: 18
• Complexity: 326

Purity/Quality:

99% ^*data from raw suppliers

N-METHYLMORPHINAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC23CCCCC2C1CC4=CC=CC=C34
• Isomeric SMILES: CN1CC[C@]23CCCC[C@H]2[C@H]1CC4=CC=CC=C34

Technology Process of N-Methylmorphinan

There total 22 articles about N-Methylmorphinan 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: 95.0%

(-)-N-methylmorphinan-6-one (81451-64-1) → (+)-17-methylmorphinan (3882-38-0)

Guidance literature:

With hydrazine hydrate; In various solvent(s);

Reference yield: 57.0%

(S)-N-methyl-1-benzyl-1,2,3,4,5,6,7,8-octahydroisoquinoline (100466-53-3) → dextromethorphan (3882-38-0,63783-50-6,74924-28-0,98460-92-5,4163-12-6)

Guidance literature:

With phosphoric acid; at 135 - 140 ℃; for 65h;

DOI:10.1021/jo00356a023

Reference yield: 53.0%

(+)-(1-phenyl-1H-5-tetrazolyl)-17-methylmorphinan (143816-92-6) → (+)-17-methylmorphinan (3882-38-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; at 40 ℃; for 96h; under 2068.6 Torr;

DOI:10.1021/jm00100a019

upstream raw materials:

rac-14α-morphinan-16-one

diazomethane

(1R,4aS,8aR)-1-Chloromethyl-2-methyl-4a-phenyl-decahydro-isoquinoline

rac-17-methyl-morphinane

Downstream raw materials:

(+)-dextrorphan

Refernces

• 1、 -. "PHARMACEUTICAL COMPOSITIONS COMPRISING DEXTROMETHORPHAN ANALOGS FOR THE TREATMENT OF NEUROLOGICAL DISORDERS". Page/Page column 62. . Retrieved 2008/12/08.
• 2、 Meyers,Bailey. "An asymmetric synthesis of (+)-morphinans in high enantiomeric purity". . p. 872 - 875. Retrieved 2007/10/02.