8-[(4-cyanophenyl)ethynyl]-6-oxo-4H-[1,2,3,4]tetrazolo[4,5-a][1,4]benzodiazepine-5(6H)-propanoic acid ethyl ester

Base Information

• Chemical Name: 8-[(4-cyanophenyl)ethynyl]-6-oxo-4H-[1,2,3,4]tetrazolo[4,5-a][1,4]benzodiazepine-5(6H)-propanoic acid ethyl ester
• CAS No.: 167854-08-2
• Molecular Formula: C₂₃H₁₈N₆O₃
• Molecular Weight: 426.434

Synonyms:8-[(4-cyanophenyl)ethynyl]-6-oxo-4H-[1,2,3,4]tetrazolo[4,5-a][1,4]benzodiazepine-5(6H)-propanoic acid ethyl ester

Chemical Property of 8-[(4-cyanophenyl)ethynyl]-6-oxo-4H-[1,2,3,4]tetrazolo[4,5-a][1,4]benzodiazepine-5(6H)-propanoic acid ethyl ester

Chemical Property:

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Technology Process of 8-[(4-cyanophenyl)ethynyl]-6-oxo-4H-[1,2,3,4]tetrazolo[4,5-a][1,4]benzodiazepine-5(6H)-propanoic acid ethyl ester

There total 1 articles about 8-[(4-cyanophenyl)ethynyl]-6-oxo-4H-[1,2,3,4]tetrazolo[4,5-a][1,4]benzodiazepine-5(6H)-propanoic acid ethyl 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: 68.0%

7-[[4-cyanophenyl]ethynyl]-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione-4-propanoic acid ethyl ester (201552-72-9) → 8-[(4-cyanophenyl)ethynyl]-6-oxo-4H-[1,2,3,4]tetrazolo[4,5-a][1,4]benzodiazepine-5(6H)-propanoic acid ethyl ester (167854-08-2)

Guidance literature:

With trimethylsilylazide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 72h;

DOI:10.1016/S0968-0896(98)80013-8

Reference yield:

8-[(4-cyanophenyl)ethynyl]-6-oxo-4H-[1,2,3,4]tetrazolo[4,5-a][1,4]benzodiazepine-5(6H)-propanoic acid ethyl ester (167854-08-2) → 3-[6-oxo-8-(4-thiocarbamoyl-phenylethynyl)-4H,6H-1,2,3,5,10b-pentaaza-benzo[e]azulen-5-yl]-propionic acid ethyl ester

Guidance literature:

With hydrogen sulfide; In pyridine; diethylamine; at 20 ℃; for 3h;

DOI:10.1016/S0968-0896(98)80013-8

Reference yield:

8-[(4-cyanophenyl)ethynyl]-6-oxo-4H-[1,2,3,4]tetrazolo[4,5-a][1,4]benzodiazepine-5(6H)-propanoic acid ethyl ester (167854-08-2) → 3-[8-(4-methylsulfanylcarbonimidoyl-phenylethynyl)-6-oxo-4H,6H-1,2,3,5,10b-pentaaza-benzo[e]azulen-5-yl]-propionic acid ethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen sulfide / pyridine; diethylamine / 3 h / 20 °C

2: CH₂Cl₂ / 0.5 h / 50 °C

With hydrogen sulfide; In pyridine; dichloromethane; diethylamine; 1: Addition / 2: Methylation;

DOI:10.1016/S0968-0896(98)80013-8

upstream raw materials:

7-[[4-cyanophenyl]ethynyl]-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione-4-propanoic acid ethyl ester

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