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

Base Information

Chemical Name:(-)-3-N-(2'-methoxybenzyl)amino-7,8-didehydro-6-(tert-butyldiphenylsilyl)-4,5-epoxy-17-methyl-(5α,6α)-morphinan-6-ol
CAS No.:1372134-39-8
Molecular Formula:C₄₁H₄₆N₂O₃Si
Molecular Weight:642.913
Hs Code.:

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

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

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

There total 4 articles about (-)-3-N-(2'-methoxybenzyl)amino-7,8-didehydro-6-(tert-butyldiphenylsilyl)-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:

: C₄₁H₄₄N₂O₃Si

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

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1021/jm3001086

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 303175-83-9
7,8-didehydro-6-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-4,5-epoxy-17-methyl-(5α,6α)-morphinan-3-amine

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With sodium tetrahydroborate; sodium sulfate; In methanol;
DOI:10.1021/jm3001086