4,5α-epoxy-7α-(hydroxymethyl)-3-methoxy-17-methyl-7β-(4-phenyl-1,3-butadienyl)morphinan-6β-ol

Base Information

Chemical Name:4,5α-epoxy-7α-(hydroxymethyl)-3-methoxy-17-methyl-7β-(4-phenyl-1,3-butadienyl)morphinan-6β-ol
CAS No.:85479-36-3
Molecular Formula:C₂₉H₃₃NO₄
Molecular Weight:459.585
Hs Code.:

Synonyms:4,5α-epoxy-7α-(hydroxymethyl)-3-methoxy-17-methyl-7β-(4-phenyl-1,3-butadienyl)morphinan-6β-ol

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Chemical Property of 4,5α-epoxy-7α-(hydroxymethyl)-3-methoxy-17-methyl-7β-(4-phenyl-1,3-butadienyl)morphinan-6β-ol

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Technology Process of 4,5α-epoxy-7α-(hydroxymethyl)-3-methoxy-17-methyl-7β-(4-phenyl-1,3-butadienyl)morphinan-6β-ol

There total 5 articles about 4,5α-epoxy-7α-(hydroxymethyl)-3-methoxy-17-methyl-7β-(4-phenyl-1,3-butadienyl)morphinan-6β-ol 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:

: C₃₂H₃₇NO₄

: 85479-36-3
4,5α-epoxy-7α-(hydroxymethyl)-3-methoxy-17-methyl-7β-(4-phenyl-1,3-butadienyl)morphinan-6β-ol

Guidance literature:: With hydrogenchloride; In ethanol; for 0.5h; Yield given; Heating;
DOI:10.1021/jo00159a005

Reference yield:

: 1530-35-4
cinnamyltriphenylphosphonium chloride

: 85479-36-3
4,5α-epoxy-7α-(hydroxymethyl)-3-methoxy-17-methyl-7β-(4-phenyl-1,3-butadienyl)morphinan-6β-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMSO, 25 deg C, 10 min, 2.) DMSO, room temp., 30 min, 65-70 deg C, 30 min

2: HCl / ethanol / 0.5 h / Heating

With hydrogenchloride; sodium hydride; In ethanol;
DOI:10.1021/jo00159a005

Reference yield:

: 85455-14-7
4,5α-epoxy-7,7-bis(hydroxymethyl)-6β,7α-O-isopropylidene-3-methoxy-17-methylmorphinan-6β-ol

: 85479-36-3
4,5α-epoxy-7α-(hydroxymethyl)-3-methoxy-17-methyl-7β-(4-phenyl-1,3-butadienyl)morphinan-6β-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / 1.) TFAA*Me₂SO, 2.) TEA / CH₂Cl₂ / 1 h / -60 °C

2: 1.) NaH / 1.) DMSO, 25 deg C, 10 min, 2.) DMSO, room temp., 30 min, 65-70 deg C, 30 min

3: HCl / ethanol / 0.5 h / Heating

With hydrogenchloride; TEA; sodium hydride; trifluoroacetic anhydride; In ethanol; dichloromethane;
DOI:10.1021/jo00159a005