N-[(17-benzyl-6β,14β-epoxy-3-methoxymorphinan-6α-yl)methyl]-2-methoxybenzamide

Base Information

Chemical Name:N-[(17-benzyl-6β,14β-epoxy-3-methoxymorphinan-6α-yl)methyl]-2-methoxybenzamide
CAS No.:1272675-75-8
Molecular Formula:C₃₃H₃₆N₂O₄
Molecular Weight:524.66
Hs Code.:

Synonyms:N-[(17-benzyl-6β,14β-epoxy-3-methoxymorphinan-6α-yl)methyl]-2-methoxybenzamide

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Chemical Property of N-[(17-benzyl-6β,14β-epoxy-3-methoxymorphinan-6α-yl)methyl]-2-methoxybenzamide

Chemical Property:

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Technology Process of N-[(17-benzyl-6β,14β-epoxy-3-methoxymorphinan-6α-yl)methyl]-2-methoxybenzamide

There total 6 articles about N-[(17-benzyl-6β,14β-epoxy-3-methoxymorphinan-6α-yl)methyl]-2-methoxybenzamide 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:

: 1130020-87-9
(17-benzyl-6β,14β-epoxy-3-methoxymorphinan-6α-yl)methanamine

: 21615-34-9
2-Methoxybenzoyl chloride

: 1272675-75-8
N-[(17-benzyl-6β,14β-epoxy-3-methoxymorphinan-6α-yl)methyl]-2-methoxybenzamide

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 ℃; Inert atmosphere;
DOI:10.1016/j.bmc.2010.12.035

Reference yield:

: 1103501-77-4
C₂₂H₂₈N₄O₂

: 1272675-75-8
N-[(17-benzyl-6β,14β-epoxy-3-methoxymorphinan-6α-yl)methyl]-2-methoxybenzamide

Guidance literature:: Multi-step reaction with 7 steps

1: palladium 10% on activated carbon; camphor-10-sulfonic acid; hydrogen / methanol / 12 h / 20 °C

2: pyridine / 3 h / 20 °C / Inert atmosphere

3: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / dichloromethane / 2 h / 20 °C / Inert atmosphere

4: acetic acid; zinc / 6 h / 20 °C / Inert atmosphere

5: potassium carbonate / N,N-dimethyl-formamide / 0.67 h / 20 °C / Inert atmosphere

6: hydrogenchloride; water / methanol / 8 h / 60 °C / Inert atmosphere

7: triethylamine / tetrahydrofuran / 0 °C / Inert atmosphere

With pyridine; hydrogenchloride; palladium 10% on activated carbon; camphor-10-sulfonic acid; water; hydrogen; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; potassium carbonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2010.12.035

Reference yield:

: 1130020-84-6
t-butyl N-[(6β,14β-epoxy-3-methoxy-17-(2,2,2-trichloroethoxycarbonyl)morphinan-6α-yl)methyl]carbamate

: 1272675-75-8
N-[(17-benzyl-6β,14β-epoxy-3-methoxymorphinan-6α-yl)methyl]-2-methoxybenzamide

Guidance literature:: Multi-step reaction with 4 steps

1: acetic acid; zinc / 6 h / 20 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 0.67 h / 20 °C / Inert atmosphere

3: hydrogenchloride; water / methanol / 8 h / 60 °C / Inert atmosphere

4: triethylamine / tetrahydrofuran / 0 °C / Inert atmosphere

With hydrogenchloride; water; potassium carbonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2010.12.035