3-(benzyloxy)-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxymorphinan-6-one ethane-1,2-diyl acetal

Base Information

Chemical Name:3-(benzyloxy)-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxymorphinan-6-one ethane-1,2-diyl acetal
CAS No.:547767-36-2
Molecular Formula:C₂₉H₃₃NO₅
Molecular Weight:475.585
Hs Code.:

Synonyms:3-(benzyloxy)-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxymorphinan-6-one ethane-1,2-diyl acetal

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Chemical Property of 3-(benzyloxy)-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxymorphinan-6-one ethane-1,2-diyl acetal

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Technology Process of 3-(benzyloxy)-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxymorphinan-6-one ethane-1,2-diyl acetal

There total 5 articles about 3-(benzyloxy)-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxymorphinan-6-one ethane-1,2-diyl acetal 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: 87.0%

: 100-39-0
benzyl bromide

: 16676-32-7
(4'R,4a'S,7a'R,12b'S)-3'-(cyclopropylmethyl)-1',2',3',4',5',6'-hexahydro-4a'H,7a'H-spiro[[1,3]dioxolane-2,7'-[4,12]methanobenzofuro[3,2-e]isoquinoline]-4a',9'-diol

: 547767-36-2
3-(benzyloxy)-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxymorphinan-6-one ethane-1,2-diyl acetal

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 22h;
DOI:10.1002/hlca.200390187

Reference yield:

: 107-21-1
ethylene glycol

: 153567-11-4
2,2,2-trichloroethyl (4'R,7a'R,12b'S)-9'-(benzyloxy)-1',2',4',6'-tetrahydro-3'H,7a'Hspiro[[1,3]dioxolane-2,7'-[4,12]methanobenzofuro[3,2-e]isoquinoline]-3'-carboxylate

: 547767-36-2
3-(benzyloxy)-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxymorphinan-6-one ethane-1,2-diyl acetal

Guidance literature:: With toluene-4-sulfonic acid; In toluene;
DOI:10.1186/s12929-021-00758-y

Reference yield:

: 16676-29-2
naltrexone Hydrochloride

: 547767-36-2
3-(benzyloxy)-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxymorphinan-6-one ethane-1,2-diyl acetal

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanesulfonic acid / 3 h / 90 - 100 °C

1.2: pH 10

2.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 20 °C

With methanesulfonic acid; potassium carbonate; In N,N-dimethyl-formamide;