3-(Benzyloxy)-7,8-didehydro-4,5α-epoxy-14β-methoxy-17-methylmorphinan-6-one

Base Information

Chemical Name:3-(Benzyloxy)-7,8-didehydro-4,5α-epoxy-14β-methoxy-17-methylmorphinan-6-one
CAS No.:131575-15-0
Molecular Formula:C₂₅H₂₅NO₄
Molecular Weight:403.478
Hs Code.:

Synonyms:3-(Benzyloxy)-7,8-didehydro-4,5α-epoxy-14β-methoxy-17-methylmorphinan-6-one

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Chemical Property of 3-(Benzyloxy)-7,8-didehydro-4,5α-epoxy-14β-methoxy-17-methylmorphinan-6-one

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Technology Process of 3-(Benzyloxy)-7,8-didehydro-4,5α-epoxy-14β-methoxy-17-methylmorphinan-6-one

There total 8 articles about 3-(Benzyloxy)-7,8-didehydro-4,5α-epoxy-14β-methoxy-17-methylmorphinan-6-one 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: 60.0%

: 124942-33-2
(-)-7,8-didehydro-4,5α-epoxy-3-hydroxy-14-methoxy-N-methylmorphinan-6-one hydrobromide

: 100-39-0
benzyl bromide

: 131575-15-0
3-(Benzyloxy)-7,8-didehydro-4,5α-epoxy-14β-methoxy-17-methylmorphinan-6-one

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; for 20h; Ambient temperature;
DOI:10.1002/hlca.19900730622

Reference yield:

: 26988-26-1
3-O-benzyl-14-hydroxymorphinone

: 77-78-1
dimethyl sulfate

: 131575-15-0
3-(Benzyloxy)-7,8-didehydro-4,5α-epoxy-14β-methoxy-17-methylmorphinan-6-one

Guidance literature:: 3-O-benzyl-14-hydroxymorphinone; With sodium hydride; In N,N-dimethyl-formamide; Petroleum ether; for 0.5h; Inert atmosphere; Cooling with ice bath;

dimethyl sulfate; In N,N-dimethyl-formamide; Petroleum ether; for 2h; Inert atmosphere; Cooling with ice bath;

With sodium hydride; In N,N-dimethyl-formamide; Petroleum ether; for 1h; Inert atmosphere; Cooling with ice bath;

Reference yield:

: 100-39-0
benzyl bromide

: 131575-15-0
3-(Benzyloxy)-7,8-didehydro-4,5α-epoxy-14β-methoxy-17-methylmorphinan-6-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; Petroleum ether / 0.5 h / Inert atmosphere; Cooling with ice bath

2.2: 2 h / Inert atmosphere; Cooling with ice bath

2.3: 1 h / Inert atmosphere; Cooling with ice bath

With sodium hydride; potassium carbonate; In N,N-dimethyl-formamide; Petroleum ether;