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

Base Information

Chemical Name:(5R,6R,7S,9R,13S,14R)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-6,14-ethanomorphinan-7-carboxamide
CAS No.:1331828-07-9
Molecular Formula:C₃₁H₃₆N₂O₄
Molecular Weight:500.638
Hs Code.:

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

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

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

There total 2 articles about (5R,6R,7S,9R,13S,14R)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-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: 90.0%

: 1331828-06-8
(5R,6R,7S,9R,13S,14R)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-6,14-ethenomorphinan-7-carboxamide

: 1331828-07-9
(5R,6R,7S,9R,13S,14R)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-6,14-ethanomorphinan-7-carboxamide

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 50 ℃; for 24h; under 3750.38 Torr;
DOI:10.1016/j.tet.2011.04.097

Reference yield:

: 17-(cyclopropylmethyl)-4,5α-epoxy-3,6β-dihydroxy-6,14-endoethenomorphinan-7α-(N-benzyl)carboxamide

: 1331828-07-9
(5R,6R,7S,9R,13S,14R)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-6,14-ethanomorphinan-7-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 30 h / 20 °C / Inert atmosphere; Darkness

2: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 50 °C / 3750.38 Torr

With palladium 10% on activated carbon; hydrogen; potassium carbonate; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.04.097

Reference yield: 77.0%

: 1331828-07-9
(5R,6R,7S,9R,13S,14R)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-6,14-ethanomorphinan-7-carboxamide

: 1331828-08-0
(1S,3aS,5aS,6R,11bS,11cS)-3-benzyl-14-(cyclopropylmethyl)-3a,11-dihydroxy-10-methoxy-1,3,3a,4,5,6,7,11c-octahydro-2H-6,11b-(iminoethano)-1,5a-methanonaphtho[1,2-e]indol-2-one

Guidance literature:: (5R,6R,7S,9R,13S,14R)-N-benzyl-17-(cyclopropylmethyl)-4,5-epoxy-6-hydroxy-3-methoxy-6,14-ethanomorphinan-7-carboxamide; With sodium hydride; In cyclopentyl methyl ether; for 3h; Inert atmosphere; Reflux;

With water; sodium hydrogencarbonate; In cyclopentyl methyl ether;
DOI:10.1016/j.tet.2011.04.097