3,4-bis(benzyloxy)-N-(2-oxoethyl)-N-propylbicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

Base Information

Chemical Name:3,4-bis(benzyloxy)-N-(2-oxoethyl)-N-propylbicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide
CAS No.:84003-76-9
Molecular Formula:C₂₈H₂₉NO₄
Molecular Weight:443.543
Hs Code.:

Synonyms:3,4-bis(benzyloxy)-N-(2-oxoethyl)-N-propylbicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

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Chemical Property of 3,4-bis(benzyloxy)-N-(2-oxoethyl)-N-propylbicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

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Technology Process of 3,4-bis(benzyloxy)-N-(2-oxoethyl)-N-propylbicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

There total 10 articles about 3,4-bis(benzyloxy)-N-(2-oxoethyl)-N-propylbicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide 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: 94.0%

: 84003-84-9
3,4-bis(benzyloxy)-N-(2-hydroxyethyl)-N-propylbicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

: 84003-76-9
3,4-bis(benzyloxy)-N-(2-oxoethyl)-N-propylbicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1002/recl.19821010903

Reference yield: 21.0%

: 84003-75-8
3,4-bis(benzyloxy)-N-(2,2-dimethoxyethyl)-N-propylbicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

: 84003-76-9
3,4-bis(benzyloxy)-N-(2-oxoethyl)-N-propylbicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

Guidance literature:: In 1,4-dioxane; perchloric acid; for 1h;
DOI:10.1002/recl.19821010903

Reference yield:

: 35249-62-8
3-(2-bromo-4,5-dimethoxyphenyl)propanenitrile

: 84003-76-9
3,4-bis(benzyloxy)-N-(2-oxoethyl)-N-propylbicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / boron tribromide / CH₂Cl₂ / 3 h / Ambient temperature

2: 96 percent / potassium carbonate / dimethylformamide / 16 h

3: 61 percent / sodium amide / Fe(NO₃)3 / liquid ammonia / 1.5 h / -33 °C

4: 93 percent / aq. KOH; ethanol / 16 h / Heating

5: thionyl chloride / dimethyl formamide / 1.) room temp., 1 h; 2.) reflux, 15 min

6: 79 percent / triethylamine / CH₂Cl₂ / 1.) -50 deg C, 0.5 h; 2.) room temp., 1 h

7: 94 percent / dimethyl sulfoxide, oxalyl chloride, triethylamine / CH₂Cl₂ / 0.5 h / Ambient temperature

With thionyl chloride; oxalyl dichloride; boron tribromide; potassium carbonate; sodium amide; dimethyl sulfoxide; triethylamine; ferric nitrate; N,N-dimethyl-formamide; In potassium hydroxide; ethanol; dichloromethane; ammonia; N,N-dimethyl-formamide;
DOI:10.1002/recl.19821010903