(+/-)-N-(methoxycarbonyl)-N-northebaine

Base Information

Chemical Name:(+/-)-N-(methoxycarbonyl)-N-northebaine
CAS No.:113948-35-9
Molecular Formula:C₂₀H₂₁NO₅
Molecular Weight:355.39
Hs Code.:

Synonyms:

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Chemical Property of (+/-)-N-(methoxycarbonyl)-N-northebaine

Chemical Property:

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Technology Process of (+/-)-N-(methoxycarbonyl)-N-northebaine

There total 4 articles about (+/-)-N-(methoxycarbonyl)-N-northebaine 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:

: 113948-34-8
(+/-)-16-N-bis(methoxycarbonyl)-N-northebaine

: 113948-35-9
(+/-)-N-(methoxycarbonyl)-N-northebaine

Guidance literature:: Multi-step reaction with 2 steps

1: 5percent aq. NaOH / methanol; tetrahydrofuran / Ambient temperature

2: 1.) N-methylmorpholine, pivaloyl chloride, 2.) 4-(dimethylamino)pyridine, triethylamine, N-hydroxypyridine-2-thione, 3.) t-butyl mercaptan, AIBN

With 4-methyl-morpholine; 1-hydroxy-2(1H)-pyridinethione; dmap; sodium hydroxide; 2,2'-azobis(isobutyronitrile); pivaloyl chloride; 2-methylpropan-2-thiol; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1021/jo00245a035

Reference yield:

: 113948-26-8,113948-41-7
(+/-)-16,N-bis(methoxycarbonyl)-N-norsalutaridine

: 113948-35-9
(+/-)-N-(methoxycarbonyl)-N-northebaine

Guidance literature:: Multi-step reaction with 4 steps

1: sodium borohydride / methanol / 1 h / Ambient temperature

2: N,N-dimethylformamide dineopentyl acetal / CH₂Cl₂ / 96 h / Ambient temperature

3: 5percent aq. NaOH / methanol; tetrahydrofuran / Ambient temperature

4: 1.) N-methylmorpholine, pivaloyl chloride, 2.) 4-(dimethylamino)pyridine, triethylamine, N-hydroxypyridine-2-thione, 3.) t-butyl mercaptan, AIBN

With 4-methyl-morpholine; 1-hydroxy-2(1H)-pyridinethione; dmap; sodium hydroxide; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); pivaloyl chloride; 2-methylpropan-2-thiol; triethylamine; N,N-dimethylformamide dineopentyl acetal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00245a035

Reference yield:

: C₂₂H₂₅NO₈

: 113948-35-9
(+/-)-N-(methoxycarbonyl)-N-northebaine

Guidance literature:: Multi-step reaction with 3 steps

1: N,N-dimethylformamide dineopentyl acetal / CH₂Cl₂ / 96 h / Ambient temperature

2: 5percent aq. NaOH / methanol; tetrahydrofuran / Ambient temperature

3: 1.) N-methylmorpholine, pivaloyl chloride, 2.) 4-(dimethylamino)pyridine, triethylamine, N-hydroxypyridine-2-thione, 3.) t-butyl mercaptan, AIBN

With 4-methyl-morpholine; 1-hydroxy-2(1H)-pyridinethione; dmap; sodium hydroxide; 2,2'-azobis(isobutyronitrile); pivaloyl chloride; 2-methylpropan-2-thiol; triethylamine; N,N-dimethylformamide dineopentyl acetal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00245a035