17-(cyclopropylmethyl)-3-(benzyloxy)-4,5α-epoxy-6α,14-dihydroxymorphinan

Base Information

Chemical Name:17-(cyclopropylmethyl)-3-(benzyloxy)-4,5α-epoxy-6α,14-dihydroxymorphinan
CAS No.:159465-54-0
Molecular Formula:C₂₇H₃₁NO₄
Molecular Weight:433.547
Hs Code.:

Synonyms:17-(cyclopropylmethyl)-3-(benzyloxy)-4,5α-epoxy-6α,14-dihydroxymorphinan

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Chemical Property of 17-(cyclopropylmethyl)-3-(benzyloxy)-4,5α-epoxy-6α,14-dihydroxymorphinan

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Technology Process of 17-(cyclopropylmethyl)-3-(benzyloxy)-4,5α-epoxy-6α,14-dihydroxymorphinan

There total 4 articles about 17-(cyclopropylmethyl)-3-(benzyloxy)-4,5α-epoxy-6α,14-dihydroxymorphinan 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: 95.0%

: 20410-98-4
6alpha-Naltrexol

: 100-39-0
benzyl bromide

: 159465-54-0
17-(cyclopropylmethyl)-3-(benzyloxy)-4,5α-epoxy-6α,14-dihydroxymorphinan

Guidance literature:: With sodium hydroxide; In dichloromethane; for 3.5h;

Reference yield: 54.0%

: 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

: 141555-34-2
3-(benzyloxy)-4,5α-epoxy-6β,14-dihydroxy-17-(cyclopropylmethyl)morphinan

: 159465-54-0
17-(cyclopropylmethyl)-3-(benzyloxy)-4,5α-epoxy-6α,14-dihydroxymorphinan

Guidance literature:: With methanol; sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; for 17h; Overall yield = 90 %; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.bmcl.2012.06.056

Reference yield:

: 100-39-0
benzyl bromide

: 159465-54-0
17-(cyclopropylmethyl)-3-(benzyloxy)-4,5α-epoxy-6α,14-dihydroxymorphinan

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 7 h / Reflux; Inert atmosphere

2: methanol; sodium tetrahydroborate / ethanol / 17 h / 0 - 20 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; potassium carbonate; In ethanol; acetone;
DOI:10.1016/j.bmcl.2012.06.056