tert-butyl benzyl(3-(6-picolinoyl-3,4-dihydro-1H-carbazol-9(2H)-yl)propyl)carbamate

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Chemical Name:tert-butyl benzyl(3-(6-picolinoyl-3,4-dihydro-1H-carbazol-9(2H)-yl)propyl)carbamate
CAS No.:1340581-18-1
Molecular Formula:C₃₃H₃₇N₃O₃
Molecular Weight:523.675
Hs Code.:

Synonyms:tert-butyl benzyl(3-(6-picolinoyl-3,4-dihydro-1H-carbazol-9(2H)-yl)propyl)carbamate

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Chemical Property of tert-butyl benzyl(3-(6-picolinoyl-3,4-dihydro-1H-carbazol-9(2H)-yl)propyl)carbamate

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Technology Process of tert-butyl benzyl(3-(6-picolinoyl-3,4-dihydro-1H-carbazol-9(2H)-yl)propyl)carbamate

There total 8 articles about tert-butyl benzyl(3-(6-picolinoyl-3,4-dihydro-1H-carbazol-9(2H)-yl)propyl)carbamate 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: 39.0%

: 109-04-6
2-bromo-pyridine

: 1340581-14-7
tert-butyl benzyl(3-(6-(morpholine-4-carbonyl)-3,4-dihydro-1H-carbazol-9(2H)-yl)propyl)carbamate

: 1340581-18-1
tert-butyl benzyl(3-(6-picolinoyl-3,4-dihydro-1H-carbazol-9(2H)-yl)propyl)carbamate

Guidance literature:: 2-bromo-pyridine; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

tert-butyl benzyl(3-(6-(morpholine-4-carbonyl)-3,4-dihydro-1H-carbazol-9(2H)-yl)propyl)carbamate; In tetrahydrofuran; for 0.5h; Inert atmosphere;
DOI:10.1039/c2md20211e

Reference yield:

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 1340581-18-1
tert-butyl benzyl(3-(6-picolinoyl-3,4-dihydro-1H-carbazol-9(2H)-yl)propyl)carbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-Bromosuccinimide; ammonium acetate / diethyl ether / 0.5 h / 20 °C

2.1: 2-methoxy-ethanol / 12 h / 130 °C / Inert atmosphere

3.1: potassium hydroxide / dimethyl sulfoxide / 3 h / 20 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 80 °C

5.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C

6.1: lithium hydroxide / tetrahydrofuran; methanol; water / 24 h / 50 °C

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 12 h / 20 °C

8.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

8.2: 0.5 h / Inert atmosphere

With dmap; N-Bromosuccinimide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; ammonium acetate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 2-methoxy-ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1039/c2md20211e

Reference yield:

: 21660-16-2
1,2,3,4-tetrahydrocarbazole-6-carboxylic acid ethyl ester

: 1340581-18-1
tert-butyl benzyl(3-(6-picolinoyl-3,4-dihydro-1H-carbazol-9(2H)-yl)propyl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium hydroxide / dimethyl sulfoxide / 3 h / 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 80 °C

3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C

4.1: lithium hydroxide / tetrahydrofuran; methanol; water / 24 h / 50 °C

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 12 h / 20 °C

6.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

6.2: 0.5 h / Inert atmosphere

With dmap; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1039/c2md20211e