4,5α-epoxy-3,6-dimethoxy-17-methyl-19anti-(1-phenyl-vinyl)-6β,14-ethano-morphin-7-ene

Base Information

• Chemical Name: 4,5α-epoxy-3,6-dimethoxy-17-methyl-19anti-(1-phenyl-vinyl)-6β,14-ethano-morphin-7-ene
• CAS No.: 15358-37-9
• Molecular Formula: C₂₉H₃₁NO₃
• Molecular Weight: 441.57

Synonyms:4,5α-epoxy-3,6-dimethoxy-17-methyl-19anti-(1-phenyl-vinyl)-6β,14-ethano-morphin-7-ene

Chemical Property of 4,5α-epoxy-3,6-dimethoxy-17-methyl-19anti-(1-phenyl-vinyl)-6β,14-ethano-morphin-7-ene

Chemical Property:

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Technology Process of 4,5α-epoxy-3,6-dimethoxy-17-methyl-19anti-(1-phenyl-vinyl)-6β,14-ethano-morphin-7-ene

There total 2 articles about 4,5α-epoxy-3,6-dimethoxy-17-methyl-19anti-(1-phenyl-vinyl)-6β,14-ethano-morphin-7-ene 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:

(5R,6R,7R,9R,13S,14R,20R)-4,5-Epoxy-3,6-dimethoxy-α,17-dimethyl-α-phenyl-6,14-ethenomorphinan-7-methanol (16180-38-4) → 4,5α-epoxy-3,6-dimethoxy-17-methyl-19anti-(1-phenyl-vinyl)-6β,14-ethano-morphin-7-ene (15358-37-9)

Guidance literature:

With formic acid; Heating;

DOI:10.1021/ja00989a033

Reference yield:

→ 4,5α-epoxy-3,6-dimethoxy-17-methyl-19anti-(1-phenyl-vinyl)-6β,14-ethano-morphin-7-ene (15358-37-9)

Guidance literature:

entspr. Benzoylthebain, Wittig-Reagens;

Reference yield:

4,5α-epoxy-3,6-dimethoxy-17-methyl-19anti-(1-phenyl-vinyl)-6β,14-ethano-morphin-7-ene (15358-37-9) → 4,5α-epoxy-3-methoxy-17-methyl-14-((Ξ)-3-phenyl-but-2-enyl)-morphinan-6-one (16540-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1: HCO₂H

2: NaBH₄ / pyridine

With sodium tetrahydroborate; formic acid; In pyridine;

DOI:10.1021/ja00989a033

upstream raw materials:

(5R,6R,7R,9R,13S,14R,20R)-4,5-Epoxy-3,6-dimethoxy-α,17-dimethyl-α-phenyl-6,14-ethenomorphinan-7-methanol

Downstream raw materials:

4,5α-epoxy-3-methoxy-17-methyl-14-((Ξ)-3-phenyl-but-2-enyl)-morphin-7-en-6-one

4,5α-epoxy-3-methoxy-17-methyl-14-((Ξ)-3-phenyl-but-2-enyl)-morphinan-6-one

4,5α-epoxy-3-methoxy-17-methyl-14-((Ξ)-3-phenyl-but-2-enyl)-morphin-7-en-6α-ol

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