4-(8-Adamantan-1-yl-5-methyl-5H-dibenzo[b,e][1,4]diazepin-11-yl)-benzoic acid methyl ester

Base Information

• Chemical Name: 4-(8-Adamantan-1-yl-5-methyl-5H-dibenzo[b,e][1,4]diazepin-11-yl)-benzoic acid methyl ester
• CAS No.: 1025849-67-5
• Molecular Formula: C₃₂H₃₂N₂O₂
• Molecular Weight: 476.618

Synonyms:4-(8-Adamantan-1-yl-5-methyl-5H-dibenzo[b,e][1,4]diazepin-11-yl)-benzoic acid methyl ester

Chemical Property of 4-(8-Adamantan-1-yl-5-methyl-5H-dibenzo[b,e][1,4]diazepin-11-yl)-benzoic acid methyl ester

Chemical Property:

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Technology Process of 4-(8-Adamantan-1-yl-5-methyl-5H-dibenzo[b,e][1,4]diazepin-11-yl)-benzoic acid methyl ester

There total 6 articles about 4-(8-Adamantan-1-yl-5-methyl-5H-dibenzo[b,e][1,4]diazepin-11-yl)-benzoic 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:

N-[5-Adamantan-1-yl-2-(methyl-phenyl-amino)-phenyl]-terephthalamic acid methyl ester (1026919-36-7) → 4-(8-Adamantan-1-yl-5-methyl-5H-dibenzo[b,e][1,4]diazepin-11-yl)-benzoic acid methyl ester (1025849-67-5)

Guidance literature:

With PPA; In dichloromethane; at 110 ℃; for 2h;

DOI:10.1021/jm9704309

Reference yield:

bromobenzene (108-86-1,52753-63-6) → 4-(8-Adamantan-1-yl-5-methyl-5H-dibenzo[b,e][1,4]diazepin-11-yl)-benzoic acid methyl ester (1025849-67-5)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate, copper iodide / xylene / 19 h / 150 °C

2: 1.) NaH / 1.) DMF, 1 h, 2.) DMF, 1 h

3: H₂ / 10percent Pd/C / ethanol / 4 h / 40 °C

4: pyridine / benzene / 24 h

5: polyphosphoric acid / CH₂Cl₂ / 2 h / 110 °C

With pyridine; copper(l) iodide; PPA; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In ethanol; dichloromethane; xylene; benzene;

DOI:10.1021/jm9704309

Reference yield:

1-(4-amino-3-nitrophenyl)adamantane (59974-48-0) → 4-(8-Adamantan-1-yl-5-methyl-5H-dibenzo[b,e][1,4]diazepin-11-yl)-benzoic acid methyl ester (1025849-67-5)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate, copper iodide / xylene / 19 h / 150 °C

2: 1.) NaH / 1.) DMF, 1 h, 2.) DMF, 1 h

3: H₂ / 10percent Pd/C / ethanol / 4 h / 40 °C

4: pyridine / benzene / 24 h

5: polyphosphoric acid / CH₂Cl₂ / 2 h / 110 °C

With pyridine; copper(l) iodide; PPA; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In ethanol; dichloromethane; xylene; benzene;

DOI:10.1021/jm9704309

upstream raw materials:

N-[5-Adamantan-1-yl-2-(methyl-phenyl-amino)-phenyl]-terephthalamic acid methyl ester

bromobenzene

1-(4-amino-3-nitrophenyl)adamantane

4-Adamantan-1-yl-N¹-methyl-N¹-phenyl-benzene-1,2-diamine

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