3-benzyloxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxy-14-(3'-hydroxypropyloxy)morphinan

Base Information

Chemical Name:3-benzyloxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxy-14-(3'-hydroxypropyloxy)morphinan
CAS No.:1192542-81-6
Molecular Formula:C₃₂H₃₉NO₆
Molecular Weight:533.665
Hs Code.:

Synonyms:3-benzyloxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxy-14-(3'-hydroxypropyloxy)morphinan

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Chemical Property of 3-benzyloxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxy-14-(3'-hydroxypropyloxy)morphinan

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Technology Process of 3-benzyloxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxy-14-(3'-hydroxypropyloxy)morphinan

There total 2 articles about 3-benzyloxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxy-14-(3'-hydroxypropyloxy)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:

: 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

: 1192542-81-6
3-benzyloxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxy-14-(3'-hydroxypropyloxy)morphinan

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere

2.2: 20 °C

3.1: diborane / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.2: 1 h

With sodium hydride; potassium carbonate; diborane; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 16676-29-2
naltrexone Hydrochloride

: 1192542-81-6
3-benzyloxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxy-14-(3'-hydroxypropyloxy)morphinan

Guidance literature:: Multi-step reaction with 4 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

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere

3.2: 20 °C

4.1: diborane / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4.2: 1 h

With methanesulfonic acid; sodium hydride; potassium carbonate; diborane; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

Reference yield: 50.0%

: 1192542-81-6
3-benzyloxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxy-14-(3'-hydroxypropyloxy)morphinan

: 1192542-89-4
(3-benzyloxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'yl)-4,5α-epoxy-morphinan-14-yloxy)-propionic acid

Guidance literature:: 3-benzyloxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxy-14-(3'-hydroxypropyloxy)morphinan; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.166667h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 20 ℃;

With oxone; In dichloromethane; water; for 5h;