(R)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-ethanol

Base Information

• Chemical Name: (R)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-ethanol
• CAS No.: 16219-10-6
• Molecular Formula: C₂₃H₂₉NO₄
• Molecular Weight: 383.488

Synonyms:(R)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-ethanol

Chemical Property of (R)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-ethanol

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Technology Process of (R)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-ethanol

There total 1 articles about (R)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-ethanol 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: 62.0%

phenethylmagnesium bromide (3277-89-2) + thevinone (15358-22-2) → (20R)-(5α,7α)-4,5-epoxy-3,6-dimethoxy-α,17-dimethyl-α-(2-phenylethyl)-6,14-ethenomorphinan-7-methanol (13965-63-4) + C31H37NO4 + (S)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-ethanol (16180-14-6) + (R)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-ethanol (16219-10-6)

Guidance literature:

In tetrahydrofuran; toluene; Reflux;

DOI:10.1021/jm900892x

Reference yield:

phenylglyoxylyl chloride (25726-04-9) + (R)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-ethanol (16219-10-6) → oxo-phenyl-acetic acid (R)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-ethyl ester (16196-80-8)

Guidance literature:

In pyridine;

DOI:10.1021/ja00989a031

Reference yield:

(R)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-ethanol (16219-10-6) + p-toluenesulfonyl chloride (98-59-9) → (Ξ)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-1-(toluene-4-sulfonyloxy)-ethane (22299-52-1)

Guidance literature:

In pyridine; for 168h;

DOI:10.1039/j39690000826

upstream raw materials:

phenethylmagnesium bromide

thevinone

Downstream raw materials:

oxo-phenyl-acetic acid (R)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-ethyl ester

(Ξ)-1-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinan-7α-yl)-1-(toluene-4-sulfonyloxy)-ethane

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