O-Benzyl-14-methoxydihydromorphinone

Base Information

• Chemical Name: O-Benzyl-14-methoxydihydromorphinone
• CAS No.: 92055-64-6
• Molecular Formula: C₂₅H₂₇NO₄
• Molecular Weight: 405.494
• Mol file: 92055-64-6.mol

Synonyms:O-Benzyl-14-methoxydihydromorphinone

Chemical Property of O-Benzyl-14-methoxydihydromorphinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-Benzyl-14-methoxydihydromorphinone

There total 4 articles about O-Benzyl-14-methoxydihydromorphinone 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)-6,7-didehydro-6,14-dimethoxy-4,5-epoxy-N-methylmorphinan (92055-63-5) → O-Benzyl-14-methoxydihydromorphinone (92055-64-6)

Guidance literature:

With hydrogenchloride; In methanol; for 1.5h; Heating;

DOI:10.1021/jm00378a009

Reference yield:

(-)-3-(benzyloxy)-4,5-epoxy-14-hydroxy-N-methylmorphinan-6-one (5868-03-1) → O-Benzyl-14-methoxydihydromorphinone (92055-64-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF, a) 0 deg C, 30 min, b) RT, 30 min

2: conc. aq. HCl / methanol / 1.5 h / Heating

With hydrogenchloride; sodium hydride; In methanol;

DOI:10.1021/jm00378a009

Reference yield:

benzyl bromide (100-39-0) → O-Benzyl-14-methoxydihydromorphinone (92055-64-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / K₂CO₃ / dimethylformamide / 20 h / Ambient temperature

2: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF, a) 0 deg C, 30 min, b) RT, 30 min

3: conc. aq. HCl / methanol / 1.5 h / Heating

With hydrogenchloride; sodium hydride; potassium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00378a009

upstream raw materials:

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

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

benzyl bromide

oxymorphone

Downstream raw materials:

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

3-(benzyloxy)-4,14-dimethoxymorphinan-6-one

N-allyl-3-(benzyloxy)-4,14-dimethoxymorphinan-6-one

4-n-butoxy-3-(benzyloxy)-14-methoxymorphinan-6-one