4,5α-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one ethylene acetal

Base Information

• Chemical Name: 4,5α-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one ethylene acetal
• CAS No.: 2859-02-1
• Molecular Formula: C₂₀H₂₅NO₅
• Molecular Weight: 359.422
• Mol file: 2859-02-1.mol

Synonyms:oxycodone ethyleneglycol ketal

Chemical Property of 4,5α-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one ethylene acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,5α-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one ethylene acetal

There total 18 articles about 4,5α-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one ethylene acetal 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%

C27H31NO7S → 6,6-Aethylendioxy-14-hydroxy-dihydro-desoxycodein (2859-02-1)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; tert-butyl alcohol; at -78 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1039/C8CC07667G

Reference yield:

oxycodone hydrochloride (124-90-3) + ethylene glycol (107-21-1) → oxycodone ethyleneglycol ketal (2859-02-1)

Guidance literature:

With o-toluenesulfonic acid; In toluene; for 1h; Heating;

DOI:10.1021/jo9801972

Reference yield:

Oxycodone (76-42-6) + ethylene glycol (107-21-1) → oxycodone ethyleneglycol ketal (2859-02-1)

Guidance literature:

With toluene-4-sulfonic acid; at 70 - 80 ℃; for 2h; under 0.1 Torr;

DOI:10.1016/0040-4020(65)80009-6

upstream raw materials:

2-bromo-3-(methoxymethoxy)-4-methoxybenzaldehyde

Downstream raw materials:

4,5α-epoxy-14β-(3-chlorobenzyloxy)-3-methoxy-17-methyl-morphinane-6-spiro-2'-(1,3-dioxolan)

4,5α-epoxy-14β-benzyloxy-3-methoxy-17-methyl-morphinane-6-spiro-2'-(1,3-dioxolan)

oxymorphone

Refernces

• 1、 Park, Kun Ho,Chen, David Y.-K.. "A desymmetrization-based approach to morphinans: application in the total synthesis of oxycodone". . p. 13018 - 13021. Retrieved 2018.
• 2、 Coop,Janetka,Lewis,Rice. "L-Selectride as a general reagent for the O-demethylation and N- decarbomethoxylation of opium alkaloids and derivatives". . p. 4392 - 4396. Retrieved 2007/10/03.