3-(benzyloxy)-6,7-didehydro-4,5α-epoxy-6,14-diethoxy-N-methylmorphinan

Base Information

• Chemical Name: 3-(benzyloxy)-6,7-didehydro-4,5α-epoxy-6,14-diethoxy-N-methylmorphinan
• CAS No.: 165673-71-2
• Molecular Formula: C₂₈H₃₃NO₄
• Molecular Weight: 447.574
• Mol file: 165673-71-2.mol

Synonyms:3-(benzyloxy)-6,7-didehydro-4,5α-epoxy-6,14-diethoxy-N-methylmorphinan

Chemical Property of 3-(benzyloxy)-6,7-didehydro-4,5α-epoxy-6,14-diethoxy-N-methylmorphinan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(benzyloxy)-6,7-didehydro-4,5α-epoxy-6,14-diethoxy-N-methylmorphinan

There total 1 articles about 3-(benzyloxy)-6,7-didehydro-4,5α-epoxy-6,14-diethoxy-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:

(-)-3-(benzyloxy)-4,5-epoxy-14-hydroxy-N-methylmorphinan-6-one (5868-03-1) + diethyl sulfate (64-67-5) → 3-(benzyloxy)-6,7-didehydro-4,5α-epoxy-6,14-diethoxy-N-methylmorphinan (165673-71-2)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, 10 min, 2.) DMF, 1.5 h;

DOI:10.1021/jm00016a010

Reference yield: 72.0%

3-(benzyloxy)-6,7-didehydro-4,5α-epoxy-6,14-diethoxy-N-methylmorphinan (165673-71-2) → 3-(benzyloxy)-4,5α-epoxy-14-ethoxy-N-methylmorphinan-6-one (165673-72-3)

Guidance literature:

With hydrogenchloride; In ethanol; for 1.33333h; Heating;

DOI:10.1021/jm00016a010

Reference yield:

3-(benzyloxy)-6,7-didehydro-4,5α-epoxy-6,14-diethoxy-N-methylmorphinan (165673-71-2) → 3-(benzyloxy)-14-ethoxy-4-hydroxy-N-methylmorphinan-6-one (165673-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / conc. HCl / ethanol / 1.33 h / Heating

2: 63 percent / zinc, NH₄Cl / methanol / 0.5 h / Heating

With hydrogenchloride; ammonium chloride; zinc; In methanol; ethanol;

DOI:10.1021/jm00016a010

upstream raw materials:

(-)-3-(benzyloxy)-4,5-epoxy-14-hydroxy-N-methylmorphinan-6-one

diethyl sulfate

Downstream raw materials:

3-(benzyloxy)-4,5α-epoxy-14-ethoxy-N-methylmorphinan-6-one

3-(benzyloxy)-14-ethoxy-4-hydroxy-N-methylmorphinan-6-one

3-(benzyloxy)-14-ethoxy-4-methoxy-N-methylmorphinan-6-one

3-(benzyloxy)-N-(cyclopropylmethyl)-14-ethoxy-4-methoxymorphinan-6-one