rac-3-(8-ethyl-3-formyl-5,6,7,8-tetrahydroindolizin-8-yl)-N-(2-iodophenyl)propanamide

Base Information

Chemical Name:rac-3-(8-ethyl-3-formyl-5,6,7,8-tetrahydroindolizin-8-yl)-N-(2-iodophenyl)propanamide
CAS No.:1122478-35-6
Molecular Formula:C₂₀H₂₃IN₂O₂
Molecular Weight:450.319
Hs Code.:

Synonyms:rac-3-(8-ethyl-3-formyl-5,6,7,8-tetrahydroindolizin-8-yl)-N-(2-iodophenyl)propanamide

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Chemical Property of rac-3-(8-ethyl-3-formyl-5,6,7,8-tetrahydroindolizin-8-yl)-N-(2-iodophenyl)propanamide

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Technology Process of rac-3-(8-ethyl-3-formyl-5,6,7,8-tetrahydroindolizin-8-yl)-N-(2-iodophenyl)propanamide

There total 7 articles about rac-3-(8-ethyl-3-formyl-5,6,7,8-tetrahydroindolizin-8-yl)-N-(2-iodophenyl)propanamide 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: 72.0%

: rac-3-(8-ethyl-5,6,7,8-tetrahydroindolizin-8-yl)-N-(2-iodophenyl)propanamide

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 1122478-35-6
rac-3-(8-ethyl-3-formyl-5,6,7,8-tetrahydroindolizin-8-yl)-N-(2-iodophenyl)propanamide

Guidance literature:: N,N-dimethyl-formamide; With trichlorophosphate; In dichloromethane; at 20 ℃; for 0.25h;

rac-3-(8-ethyl-5,6,7,8-tetrahydroindolizin-8-yl)-N-(2-iodophenyl)propanamide; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1055/s-0036-1588956

Reference yield: 55.0%

: 1122478-64-1
3-(8-ethyl-3-formyl-5,6,7,8-tetrahydroindolizin-8-yl)propionic acid

: 615-43-0
2-iodophenylamine

: 1122478-35-6
rac-3-(8-ethyl-3-formyl-5,6,7,8-tetrahydroindolizin-8-yl)-N-(2-iodophenyl)propanamide

Guidance literature:: With 2-chloro-1-methyl-pyridinium iodide; triethylamine; In dichloromethane; for 15h; Reflux;
DOI:10.1021/jo801791j

Reference yield:

: 615-43-0
2-iodophenylamine

: 1122478-35-6
rac-3-(8-ethyl-3-formyl-5,6,7,8-tetrahydroindolizin-8-yl)-N-(2-iodophenyl)propanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / 1 h / 0 °C

2.1: 1,2-dichloro-ethane / 4 h / 90 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere

3.2: 48 h / 20 °C / Inert atmosphere

4.1: Crabtree's catalyst; hydrogen / dichloromethane / 7 h / 20 °C / 30402 Torr

5.1: trichlorophosphate / dichloromethane / 0.25 h / 20 °C

5.2: 3 h / 0 - 20 °C

With Crabtree's catalyst; hydrogen; sodium hydride; triethylamine; trichlorophosphate; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; mineral oil; 2.1: |Arbuzov Reaction / 5.1: |Vilsmeier Reaction / 5.2: |Vilsmeier Reaction;
DOI:10.1055/s-0036-1588956