(5α,7α)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-3,6-dimethoxy-6,14-ethenomorphinan-7-methanamine

Base Information

Chemical Name:(5α,7α)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-3,6-dimethoxy-6,14-ethenomorphinan-7-methanamine
CAS No.:329310-74-9
Molecular Formula:C₃₂H₃₈N₂O₃
Molecular Weight:498.665
Hs Code.:

Synonyms:(5α,7α)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-3,6-dimethoxy-6,14-ethenomorphinan-7-methanamine

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Chemical Property of (5α,7α)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-3,6-dimethoxy-6,14-ethenomorphinan-7-methanamine

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Technology Process of (5α,7α)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-3,6-dimethoxy-6,14-ethenomorphinan-7-methanamine

There total 4 articles about (5α,7α)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-3,6-dimethoxy-6,14-ethenomorphinan-7-methanamine 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: 71.0%

: 214064-55-8
(5α,7α)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-3,6-dimethoxy-6,14-ethenomorphinan-7-carboxamide

: 329310-74-9
(5α,7α)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-3,6-dimethoxy-6,14-ethenomorphinan-7-methanamine

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 20h; Heating;
DOI:10.1002/1522-2675(20001220)83:12<3122::AID-HLCA3122>3.0.CO;2-2

Reference yield:

: 24997-66-8
ethyl 17-(cyclopropylmethyl)-4,5α-epoxy-3,6β-dimethoxy-6,14-endoethenomorphinan-7α-carboxylate

: 329310-74-9
(5α,7α)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-3,6-dimethoxy-6,14-ethenomorphinan-7-methanamine

Guidance literature:: Multi-step reaction with 4 steps

1: 8.13 g / aq. HCl / 3 h / Heating

2: oxalyl chloride / CH₂Cl₂; dimethylformamide / 1.5 h / 20 °C

3: 5.72 g / Et₃N / CH₂Cl₂ / 1.5 h / 0 - 20 °C

4: 71 percent / LiAlH₄ / tetrahydrofuran / 20 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; oxalyl dichloride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/1522-2675(20001220)83:12<3122::AID-HLCA3122>3.0.CO;2-2

Reference yield:

: 742104-51-4
(5α,7α)-17-(cyclopropylmethyl)-4,5-epoxy-3,6-dimethoxy-6,14-ethenomorphinan-7-carboxylic acid

: 329310-74-9
(5α,7α)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-3,6-dimethoxy-6,14-ethenomorphinan-7-methanamine

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 1.5 h / 20 °C

2: 5.72 g / Et₃N / CH₂Cl₂ / 1.5 h / 0 - 20 °C

3: 71 percent / LiAlH₄ / tetrahydrofuran / 20 h / Heating

With lithium aluminium tetrahydride; oxalyl dichloride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/1522-2675(20001220)83:12<3122::AID-HLCA3122>3.0.CO;2-2