17-cyclopropylmethyl-3-benzyloxy-14-carboxymethoxy-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxymorphinan-N-oxide

Base Information

Chemical Name:17-cyclopropylmethyl-3-benzyloxy-14-carboxymethoxy-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxymorphinan-N-oxide
CAS No.:1192542-96-3
Molecular Formula:C₃₁H₃₅NO₈
Molecular Weight:549.621
Hs Code.:

Synonyms:17-cyclopropylmethyl-3-benzyloxy-14-carboxymethoxy-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxymorphinan-N-oxide

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Chemical Property of 17-cyclopropylmethyl-3-benzyloxy-14-carboxymethoxy-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxymorphinan-N-oxide

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Technology Process of 17-cyclopropylmethyl-3-benzyloxy-14-carboxymethoxy-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxymorphinan-N-oxide

There total 5 articles about 17-cyclopropylmethyl-3-benzyloxy-14-carboxymethoxy-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxymorphinan-N-oxide 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%

: 1192542-95-2
17-cyclopropylmethyl-3-benzyloxy-14-(2',3'-dihydroxypropyloxy)-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxymorphinan

: 1192542-96-3
17-cyclopropylmethyl-3-benzyloxy-14-carboxymethoxy-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxymorphinan-N-oxide

Guidance literature:: 17-cyclopropylmethyl-3-benzyloxy-14-(2',3'-dihydroxypropyloxy)-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxymorphinan; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.833333h;

With sodium periodate; In dichloromethane; water; for 0.166667h;

With oxone; In dichloromethane; water; for 0.5h;

Reference yield:

: 1192542-80-5
14-allyloxy-3-benzyloxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxymorphinan

: 1192542-96-3
17-cyclopropylmethyl-3-benzyloxy-14-carboxymethoxy-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxymorphinan-N-oxide

Guidance literature:: Multi-step reaction with 2 steps

1.1: osmium(VIII) oxide / water; acetone; tert-butyl alcohol / 0.17 h / 20 °C

1.2: 24 h / 20 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.83 h / 20 °C

2.2: 0.17 h

2.3: 0.5 h

With 3-chloro-benzenecarboperoxoic acid; osmium(VIII) oxide; In dichloromethane; water; acetone; tert-butyl alcohol;

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

: 1192542-96-3
17-cyclopropylmethyl-3-benzyloxy-14-carboxymethoxy-6-(1',3'-dioxolan-2'-yl)-4,5α-epoxymorphinan-N-oxide

Guidance literature:: Multi-step reaction with 4 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: osmium(VIII) oxide / water; acetone; tert-butyl alcohol / 0.17 h / 20 °C

3.2: 24 h / 20 °C

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.83 h / 20 °C

4.2: 0.17 h

4.3: 0.5 h

With sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; osmium(VIII) oxide; In dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil; tert-butyl alcohol;