N-methyl-3a-<3,4-(dimethoxy)phenyl>-2,3,3a,4,5,6,7,7a-octahydroindole-2,6-dione

Base Information

• Chemical Name: N-methyl-3a-<3,4-(dimethoxy)phenyl>-2,3,3a,4,5,6,7,7a-octahydroindole-2,6-dione
• CAS No.: 21104-34-7
• Molecular Formula: C₁₇H₂₁NO₄
• Molecular Weight: 303.358

Synonyms:N-methyl-3a-<3,4-(dimethoxy)phenyl>-2,3,3a,4,5,6,7,7a-octahydroindole-2,6-dione

Chemical Property of N-methyl-3a-<3,4-(dimethoxy)phenyl>-2,3,3a,4,5,6,7,7a-octahydroindole-2,6-dione

Chemical Property:

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Technology Process of N-methyl-3a-<3,4-(dimethoxy)phenyl>-2,3,3a,4,5,6,7,7a-octahydroindole-2,6-dione

There total 62 articles about N-methyl-3a-<3,4-(dimethoxy)phenyl>-2,3,3a,4,5,6,7,7a-octahydroindole-2,6-dione 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: 95.6%

(1RS,2SR)-5,5-ethylenedioxy-2-(N-methylamidomethyl)-2-(3',4'-dimethoxyphenyl)cyclohexyl acetate (121537-77-7) → cis-3a-(3',4'-dimethoxyphenyl)-1-methyloctahydroindole-2,6-dione (21104-33-6,21104-34-7,33203-36-0,33203-37-1)

Guidance literature:

With hydrogenchloride; In methanol; for 3.5h; Heating;

Reference yield: 94.0%

C18H22O5 + methylamine (74-89-5) → N-methyl-3a-<3,4-(dimethoxy)phenyl>-2,3,3a,4,5,6,7,7a-octahydroindole-2,6-dione (21104-34-7)

Guidance literature:

In ethanol; toluene; at 0 - 60 ℃; for 3h; Inert atmosphere;

DOI:10.1055/s-0036-1591547

Reference yield: 85.0%

(3aR*,6S*,7aS*)-octahydro-6-hydroxy-3a-(3,4-dimethoxyphenyl)-1-methylindol-2-one (80516-00-3) → N-methyl-3a-<3,4-(dimethoxy)phenyl>-2,3,3a,4,5,6,7,7a-octahydroindole-2,6-dione (21104-34-7)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 4 ℃; for 1.5h;

DOI:10.1021/jo00346a028

upstream raw materials:

(3aR^*,6S^*,7aS^*)-octahydro-6-hydroxy-3a-(3,4-dimethoxyphenyl)-1-methylindol-2-one

7-aza-7-methyl-8-oxo-1-(3,4-dimethoxyphenyl)-4-methylenbicyclo<3.4.0>nonane

(3aR,7aR)-3a-(3,4-Dimethoxy-phenyl)-hexahydro-benzofuran-2,6-dione

methylamine

Downstream raw materials:

mesembrine

C₁₉H₂₅NO₅

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