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

Base Information

Chemical Name:(3-benzyloxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'yl)-4,5α-epoxy-morphinan-14-yloxy)-propionic acid
CAS No.:1192542-89-4
Molecular Formula:C₃₂H₃₇NO₇
Molecular Weight:547.648
Hs Code.:

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

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

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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 1 h

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.17 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C

2.3: 5 h

With oxalyl dichloride; dimethyl sulfoxide; diborane; In tetrahydrofuran; dichloromethane;

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

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

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

3.2: 1 h

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.17 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C

4.3: 5 h

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