17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(3′,13′-dioxo-1′-phenyl-2′,15′-dioxa-4′,12′-diazaheptadecanamido)morphinan

Base Information

Chemical Name:17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(3′,13′-dioxo-1′-phenyl-2′,15′-dioxa-4′,12′-diazaheptadecanamido)morphinan
CAS No.:1370259-92-9
Molecular Formula:C₃₉H₅₂N₄O₈
Molecular Weight:704.864
Hs Code.:

Synonyms:17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(3′,13′-dioxo-1′-phenyl-2′,15′-dioxa-4′,12′-diazaheptadecanamido)morphinan

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Chemical Property of 17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(3′,13′-dioxo-1′-phenyl-2′,15′-dioxa-4′,12′-diazaheptadecanamido)morphinan

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Technology Process of 17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(3′,13′-dioxo-1′-phenyl-2′,15′-dioxa-4′,12′-diazaheptadecanamido)morphinan

There total 5 articles about 17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(3′,13′-dioxo-1′-phenyl-2′,15′-dioxa-4′,12′-diazaheptadecanamido)morphinan 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: 76.0%

: 1370259-91-8
2-{[7-(benzyloxycarbonylamino)heptylcarbamoyl]methoxy}acetic acid

: 63463-07-0
beta-Naltrexamine dihydrochloride

: 1370259-92-9
17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(3′,13′-dioxo-1′-phenyl-2′,15′-dioxa-4′,12′-diazaheptadecanamido)morphinan

Guidance literature:: 2-{[7-(benzyloxycarbonylamino)heptylcarbamoyl]methoxy}acetic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; for 0.25h; Inert atmosphere; Cooling with ice; Molecular sieve;

beta-Naltrexamine dihydrochloride; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere; Molecular sieve;
DOI:10.1039/c2ob06801j

Reference yield: 36.0%

: 1370259-91-8
2-{[7-(benzyloxycarbonylamino)heptylcarbamoyl]methoxy}acetic acid

: 6β-naltrexamine hydrochloride

: 1370259-92-9
17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(3′,13′-dioxo-1′-phenyl-2′,15′-dioxa-4′,12′-diazaheptadecanamido)morphinan

Guidance literature:: 6β-naltrexamine hydrochloride; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 ℃; for 0.5h; Molecular sieve;

2-{[7-(benzyloxycarbonylamino)heptylcarbamoyl]methoxy}acetic acid; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/acs.jmedchem.1c00408

Reference yield:

: 646-19-5
heptane-1,7-diamine

: 1370259-92-9
17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(3′,13′-dioxo-1′-phenyl-2′,15′-dioxa-4′,12′-diazaheptadecanamido)morphinan

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanol; dichloromethane / 12.5 h / 0 - 5 °C / Cooling with ice

2.1: tetrahydrofuran / 12 h / 20 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 0.25 h / Inert atmosphere; Cooling with ice; Molecular sieve

3.2: 20 °C / Inert atmosphere; Molecular sieve

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c2ob06801j