(-)-Morphinan

Base Information

• Chemical Name: (-)-Morphinan
• CAS No.: 468-10-0
• Molecular Formula: C16H21N
• Molecular Weight: 227.3446
• UNII: O97T9O1050,OJ66WL736G
• Wikipedia: Morphinan
• Metabolomics Workbench ID: 55179
• Mol file: 468-10-0.mol

Synonyms:Morphinan;Morphinans

Chemical Property of (-)-Morphinan

Chemical Property:

• Boiling Point: 363°Cat760mmHg
• Flash Point: 183°C
• PSA: 12.03000
• Density: 1.09g/cm³
• LogP: 3.36140
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 227.167399674
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

98% ^*data from raw suppliers

MORPHINAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC23CCNC(C2C1)CC4=CC=CC=C34
• Isomeric SMILES: C1CC[C@@]23CCN[C@@H]([C@@H]2C1)CC4=CC=CC=C34

Technology Process of (-)-Morphinan

There total 10 articles about (-)-Morphinan 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: 55.0%

→ morphine (468-10-0)

Guidance literature:

Reference yield:

1-bromo-2-(2-bromoethyl)benzene (1074-15-3) → morphine (468-10-0)

Guidance literature:

Reference yield:

→ rac-morphinane (468-09-7,468-10-0,52154-85-5)

Guidance literature:

With phosphoric acid; water; at 120 ℃;

upstream raw materials:

1-benzyl-octahydro-isoquinolin-4a-ol

1-benzyl-1,2,3,4,5,6,7,8-octahydro-isoquinoline

phosphoric acid

water

Downstream raw materials:

rac-17-(4-amino-phenethyl)-morphinane

rac-17-phenethyl-morphinane

rac-17-(4-nitro-phenethyl)-morphinane

Refernces

Diastereoselective synthesis of 3,4-dimethoxy-7-morphinanone: A potential route to morphine

10.1021/ol006172i

This research focuses on the diastereoselective synthesis of 3,4-dimethoxy-7-morphinanone, a compound that could potentially serve as an intermediate in the synthesis of morphine. The study aims to develop an efficient method for introducing the C14 stereogenic center and constructing the C9-C10 bridge of the morphinan system, which are crucial for the enantiocontrolled synthesis of morphine. The researchers successfully resolved racemic 2-(2,3-dimethoxyphenyl)cyclohexen-1-ol into its enantiomers and transformed it into the desired 3,4-dimethoxy-7-morphinanone through a series of reactions involving vinyl acetate, ethyl vinyl ether, N-bromosuccinimide (NBS), peracids, Lewis acids, and other reagents.

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