12-cyclohexyl-3-hydroxy-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid methyl ester

Base Information

• Chemical Name: 12-cyclohexyl-3-hydroxy-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid methyl ester
• CAS No.: 863572-99-0
• Molecular Formula: C₂₄H₂₅NO₄
• Molecular Weight: 391.467

Synonyms:12-cyclohexyl-3-hydroxy-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid methyl ester

Chemical Property of 12-cyclohexyl-3-hydroxy-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid methyl ester

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Technology Process of 12-cyclohexyl-3-hydroxy-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid methyl ester

There total 1 articles about 12-cyclohexyl-3-hydroxy-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid methyl ester 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: 66.0%

3-cyclohexyl-2-(2,4-dihydroxyphenyl)-1-(2-hydroxyethyl)-1H-indole-6-carboxylic acid methyl ester (863578-49-8) → 12-cyclohexyl-3-hydroxy-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid methyl ester (863572-99-0)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1021/jm0610245

Reference yield: 94.0%

12-cyclohexyl-3-hydroxy-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid methyl ester (863572-99-0) + benzyl bromide (100-39-0) → 3-benzyloxy-12-cyclohexyl-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid methyl ester (863573-00-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 3h;

DOI:10.1021/jm0610245

Reference yield: 68.0%

12-cyclohexyl-3-hydroxy-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid methyl ester (863572-99-0) + 1-[3-(chloromethyl)-4-(morpholin-4-yl)phenyl]pyrrolidin-2-one (943513-64-2) → 12-cyclohexyl-3-[2-morpholin-4-yl-5-(2-oxopyrrolidin-1-yl)benzyloxy]-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboylic acid methyl ester (943513-63-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 3h;

DOI:10.1016/j.bmcl.2007.03.027

upstream raw materials:

3-cyclohexyl-2-(2,4-dihydroxyphenyl)-1-(2-hydroxyethyl)-1H-indole-6-carboxylic acid methyl ester

Downstream raw materials:

3-benzyloxy-12-cyclohexyl-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid methyl ester

12-cyclohexyl-3-[2-morpholin-4-yl-5-(2-oxopyrrolidin-1-yl)benzyloxy]-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboylic acid methyl ester

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