3-(3'-methoxybenzyl)amino-7,8-didehydro-4,5-epoxy-17-methyl-(5α,6α)-morphinan-6-ol

Base Information

Chemical Name:3-(3'-methoxybenzyl)amino-7,8-didehydro-4,5-epoxy-17-methyl-(5α,6α)-morphinan-6-ol
CAS No.:1372256-23-9
Molecular Formula:C₂₅H₂₈N₂O₃
Molecular Weight:404.509
Hs Code.:

Synonyms:3-(3'-methoxybenzyl)amino-7,8-didehydro-4,5-epoxy-17-methyl-(5α,6α)-morphinan-6-ol

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Chemical Property of 3-(3'-methoxybenzyl)amino-7,8-didehydro-4,5-epoxy-17-methyl-(5α,6α)-morphinan-6-ol

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Technology Process of 3-(3'-methoxybenzyl)amino-7,8-didehydro-4,5-epoxy-17-methyl-(5α,6α)-morphinan-6-ol

There total 6 articles about 3-(3'-methoxybenzyl)amino-7,8-didehydro-4,5-epoxy-17-methyl-(5α,6α)-morphinan-6-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: 83.0%

: 1372134-39-8
(-)-3-N-(2'-methoxybenzyl)amino-7,8-didehydro-6-(tert-butyldiphenylsilyl)-4,5-epoxy-17-methyl-(5α,6α)-morphinan-6-ol

: 1372256-23-9
3-(3'-methoxybenzyl)amino-7,8-didehydro-4,5-epoxy-17-methyl-(5α,6α)-morphinan-6-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jm3001086

Reference yield:

: C₄₁H₄₄N₂O₃Si

: 1372256-23-9
3-(3'-methoxybenzyl)amino-7,8-didehydro-4,5-epoxy-17-methyl-(5α,6α)-morphinan-6-ol

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 4 h / 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol;
DOI:10.1021/jm3001086

Reference yield:

: 142835-95-8
(-)-3-O-<(trifluoromethyl)sulfonyl>morphine

: 1372256-23-9
3-(3'-methoxybenzyl)amino-7,8-didehydro-4,5-epoxy-17-methyl-(5α,6α)-morphinan-6-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 1H-imidazole / dichloromethane

2: tol-BINAP; palladium diacetate; caesium carbonate / tetrahydrofuran / 24 h / Reflux; Inert atmosphere

3: hydroxylamine; sodium acetate / sodium acetate / 72 h / 20 °C

4: sodium sulfate / methanol / 20 °C / Inert atmosphere

5: sodium tetrahydroborate / methanol / 4 h / 20 °C / Inert atmosphere

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

With tol-BINAP; 1H-imidazole; sodium tetrahydroborate; tetrabutyl ammonium fluoride; hydroxylamine; sodium acetate; palladium diacetate; caesium carbonate; sodium sulfate; In tetrahydrofuran; methanol; dichloromethane; sodium acetate;
DOI:10.1021/jm3001086