(5R,6S,7S,9R,13S,14S)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-8-oxa-6,14-ethanomorphinan-7-carboxamide

Base Information

Chemical Name:(5R,6S,7S,9R,13S,14S)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-8-oxa-6,14-ethanomorphinan-7-carboxamide
CAS No.:1186029-06-0
Molecular Formula:C₃₀H₃₄N₂O₅
Molecular Weight:502.61
Hs Code.:

Synonyms:(5R,6S,7S,9R,13S,14S)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-8-oxa-6,14-ethanomorphinan-7-carboxamide

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Chemical Property of (5R,6S,7S,9R,13S,14S)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-8-oxa-6,14-ethanomorphinan-7-carboxamide

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Technology Process of (5R,6S,7S,9R,13S,14S)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-8-oxa-6,14-ethanomorphinan-7-carboxamide

There total 5 articles about (5R,6S,7S,9R,13S,14S)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-8-oxa-6,14-ethanomorphinan-7-carboxamide 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%

: (5R,6S,6'R,9R,13S,14S)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6,6'-epoxy-14-hydroxy-3-methoxy-6-methylmorphinan-6'-carboxamide

: 1186029-06-0
(5R,6S,7S,9R,13S,14S)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-8-oxa-6,14-ethanomorphinan-7-carboxamide

Guidance literature:: With sodium hydride; In tetrahydrofuran; hexane; for 0.5h; Inert atmosphere; Reflux;

Reference yield: 69.0%

: 1186029-05-9
C₃₀H₃₄N₂O₅

: 1186029-06-0
(5R,6S,7S,9R,13S,14S)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-8-oxa-6,14-ethanomorphinan-7-carboxamide

Guidance literature:: C₃₀H₃₄N₂O₅; With sodium hydride; In tetrahydrofuran; mineral oil; for 3h; Inert atmosphere; Reflux;

With ammonium chloride; In tetrahydrofuran; water; mineral oil;
DOI:10.1016/j.tet.2011.04.097

Reference yield:

: 1186028-93-2
C₂₅H₃₁NO₆

: 1186029-06-0
(5R,6S,7S,9R,13S,14S)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-8-oxa-6,14-ethanomorphinan-7-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 3 h / Inert atmosphere; Reflux

With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; mineral oil;
DOI:10.1016/j.tet.2011.04.097