17-cyclopropylmethyl-4,5α-epoxy-14β-hydroxy-3-[(1-phenyl-1H-tetrazol-5-yl)oxy]-morphinan-6-one

Base Information

Chemical Name:17-cyclopropylmethyl-4,5α-epoxy-14β-hydroxy-3-[(1-phenyl-1H-tetrazol-5-yl)oxy]-morphinan-6-one
CAS No.:155732-90-4
Molecular Formula:C₂₇H₂₇N₅O₄
Molecular Weight:485.542
Hs Code.:

Synonyms:17-cyclopropylmethyl-4,5α-epoxy-14β-hydroxy-3-[(1-phenyl-1H-tetrazol-5-yl)oxy]-morphinan-6-one

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Chemical Property of 17-cyclopropylmethyl-4,5α-epoxy-14β-hydroxy-3-[(1-phenyl-1H-tetrazol-5-yl)oxy]-morphinan-6-one

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Technology Process of 17-cyclopropylmethyl-4,5α-epoxy-14β-hydroxy-3-[(1-phenyl-1H-tetrazol-5-yl)oxy]-morphinan-6-one

There total 2 articles about 17-cyclopropylmethyl-4,5α-epoxy-14β-hydroxy-3-[(1-phenyl-1H-tetrazol-5-yl)oxy]-morphinan-6-one 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: 100.0%

: 14210-25-4
5-Chloro-1-phenyltetrazole

: 16676-29-2
naltrexone Hydrochloride

: 155732-90-4
17-cyclopropylmethyl-4,5α-epoxy-14β-hydroxy-3-[(1-phenyl-1H-tetrazol-5-yl)oxy]-morphinan-6-one

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 42h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.11.047

Reference yield: 97.0%

: 14210-25-4
5-Chloro-1-phenyltetrazole

: 16590-41-3
Naltrexone

: 155732-90-4
17-cyclopropylmethyl-4,5α-epoxy-14β-hydroxy-3-[(1-phenyl-1H-tetrazol-5-yl)oxy]-morphinan-6-one

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 6h; Molecular sieve;
DOI:10.1016/j.bioorg.2021.104702

Reference yield:

: 155732-90-4
17-cyclopropylmethyl-4,5α-epoxy-14β-hydroxy-3-[(1-phenyl-1H-tetrazol-5-yl)oxy]-morphinan-6-one

: 17-cyclopropylmethyl-4,5α-epoxy-6β-dibenzylamino-14β-hydroxymorphinan

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen; palladium 10% on activated carbon / acetic acid / 10 h / 50 °C / 2327.23 - 2585.81 Torr

2: toluene-4-sulfonic acid / toluene / Inert atmosphere; Dean-Stark; Reflux

3: sodium cyanoborohydride / ethanol / 20 °C / Inert atmosphere; Molecular sieve

With palladium 10% on activated carbon; hydrogen; sodium cyanoborohydride; toluene-4-sulfonic acid; In ethanol; acetic acid; toluene;
DOI:10.1016/j.tetlet.2020.152379