8-Chloro-1-(4-hydroxy-4-o-tolyl-cyclohexyl)-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester

Base Information

Chemical Name:8-Chloro-1-(4-hydroxy-4-o-tolyl-cyclohexyl)-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester
CAS No.:1337966-03-6
Molecular Formula:C₂₈H₃₃ClN₄O₃
Molecular Weight:509.048
Hs Code.:

Synonyms:8-Chloro-1-(4-hydroxy-4-o-tolyl-cyclohexyl)-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester

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Chemical Property of 8-Chloro-1-(4-hydroxy-4-o-tolyl-cyclohexyl)-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester

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Technology Process of 8-Chloro-1-(4-hydroxy-4-o-tolyl-cyclohexyl)-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester

There total 11 articles about 8-Chloro-1-(4-hydroxy-4-o-tolyl-cyclohexyl)-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl 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: 70.0%

: 1337966-02-5
8-chloro-1-(4-oxo-cyclohexyl)-4H,6H-2,3,5,10b-tetraazabenzo[e]azulene-5-carboxylic acid tert-butyl ester

: 33872-80-9
o-tolyl magnesium chloride

: 1337966-03-6
8-Chloro-1-(4-hydroxy-4-o-tolyl-cyclohexyl)-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester

Guidance literature:: 8-chloro-1-(4-oxo-cyclohexyl)-4H,6H-2,3,5,10b-tetraazabenzo[e]azulene-5-carboxylic acid tert-butyl ester; o-tolyl magnesium chloride; In tetrahydrofuran; at 20 ℃; for 2h;

With ammonium chloride; In tetrahydrofuran; water;

Reference yield:

: 1226807-98-2
[tert-butoxycarbonyl-(5-chloro-2-nitrobenzyl)amino]acetic acid ethyl ester

: 1337966-03-6
8-Chloro-1-(4-hydroxy-4-o-tolyl-cyclohexyl)-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: hydrogen; zinc dibromide / palladium 10% on activated carbon / ethyl acetate / 48 h / Inert atmosphere

2: potassium tert-butylate / tetrahydrofuran / 5 - 20 °C / Cooling with ice

3: Lawessons reagent / tetrahydrofuran / 3 h / Reflux

4: butan-1-ol / Reflux

5: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -65 - -50 °C

6: tetrahydrofuran / 2 h / 20 °C

With Lawessons reagent; oxalyl dichloride; potassium tert-butylate; hydrogen; dimethyl sulfoxide; triethylamine; zinc dibromide; palladium 10% on activated carbon; In tetrahydrofuran; dichloromethane; ethyl acetate; butan-1-ol;

Reference yield:

: 73033-58-6
5-chloro-2-nitrobenzyl alcohol

: 1337966-03-6
8-Chloro-1-(4-hydroxy-4-o-tolyl-cyclohexyl)-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: thionyl chloride; triethylamine / dichloromethane / 3 h / 32 °C / Cooling with water

2: triethylamine / ethanol / 8 h / Reflux

3: dmap / dichloromethane / 18 h / 0 - 20 °C

4: hydrogen; zinc dibromide / palladium 10% on activated carbon / ethyl acetate / 48 h / Inert atmosphere

5: potassium tert-butylate / tetrahydrofuran / 5 - 20 °C / Cooling with ice

6: Lawessons reagent / tetrahydrofuran / 3 h / Reflux

7: butan-1-ol / Reflux

8: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -65 - -50 °C

9: tetrahydrofuran / 2 h / 20 °C

With Lawessons reagent; dmap; thionyl chloride; oxalyl dichloride; potassium tert-butylate; hydrogen; dimethyl sulfoxide; triethylamine; zinc dibromide; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; butan-1-ol;