Oxymorphone fumarate methyl ester

Base Information

• Chemical Name: Oxymorphone fumarate methyl ester
• CAS No.: 72782-06-0
• Molecular Formula: C₂₂H₂₆N₂O₆
• Molecular Weight: 414.458
• Mol file: 72782-06-0.mol

Synonyms:beta-FOA;oxymorphone fumarate methyl ester;oxymorphone fumarate methyl ester, hydrochloride, (E)-isomer

Chemical Property of Oxymorphone fumarate methyl ester

Chemical Property:

• Vapor Pressure: 1.94E-18mmHg at 25°C
• Boiling Point: 662.2°C at 760 mmHg
• PKA: 9.37±0.60(Predicted)
• Flash Point: 354.3°C
• PSA: 111.82000
• Density: 1.45g/cm³
• LogP: 1.16830
• XLogP3: -1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 414.17908655
• Heavy Atom Count: 30
• Complexity: 773

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC23C4C(CCC2(C1CC5=C3C(=C(C=C5)O)O4)O)NC(=O)C=CC(=O)OC
• Isomeric SMILES: CN1CC[C@]23[C@@H]4[C@@H](CC[C@]2(C1CC5=C3C(=C(C=C5)O)O4)O)NC(=O)/C=C/C(=O)OC

Technology Process of Oxymorphone fumarate methyl ester

There total 3 articles about Oxymorphone fumarate methyl ester 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: 71.0%

methyl (E)-4-chloro-4-oxo-2-butenoate (17081-97-9) + 6β-oxymorphamine (72782-04-8,84800-62-4) → β-fuoxymorphamine (72782-06-0)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; for 0.5h;

DOI:10.1021/jm00177a002

Reference yield:

methyl hydrogen fumarate (2756-87-8) → β-fuoxymorphamine (72782-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexylcarbodiimide / tetrahydrofuran / 0.5 h / Ambient temperature

2: CHCl₃ / 3 h / Ambient temperature

With dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform;

DOI:10.1002/hlca.19960790114

Reference yield:

6β-oxymorphamine (72782-04-8,84800-62-4) + (E)-but-2-enedioic acid 2,5-dioxo-pyrrolidin-1-yl ester methyl ester (104302-78-5) → β-fuoxymorphamine (72782-06-0)

Guidance literature:

In chloroform; for 3h; Yield given; Ambient temperature;

DOI:10.1002/hlca.19960790114

upstream raw materials:

methyl (E)-4-chloro-4-oxo-2-butenoate

6β-oxymorphamine

(E)-but-2-enedioic acid 2,5-dioxo-pyrrolidin-1-yl ester methyl ester

methyl hydrogen fumarate

Refernces

• 1、 Portoghese, Philip S.,Larson, Dennis L.,Sayre, Lawrence M.,Fries, David S.,Takemori, A. E.. "A Novel Opioid Receptor Site Directed Alkylating Agent with Irreversible Narcotic Antagonistic and Reversible Agonistic Activities". . p. 233 - 234. Retrieved 2007/10/02.