3,4-bis(benzyloxy)-N-phenethyl-N-(2-hydroxyethyl)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

Base Information

Chemical Name:3,4-bis(benzyloxy)-N-phenethyl-N-(2-hydroxyethyl)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide
CAS No.:82909-52-2
Molecular Formula:C₃₃H₃₃NO₄
Molecular Weight:507.629
Hs Code.:

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

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

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

There total 6 articles about 3,4-bis(benzyloxy)-N-phenethyl-N-(2-hydroxyethyl)bicyclo<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: 89.0%

: 2842-37-7
2-(phenethylamino)ethanol

: 81615-17-0
3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylic acid chloride

: 82909-52-2
3,4-bis(benzyloxy)-N-phenethyl-N-(2-hydroxyethyl)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

Guidance literature:: With triethylamine; In dichloromethane; 1.) -50 deg C, 0.5 h; 2.) room temp., 1 h;
DOI:10.1002/recl.19821010903

Reference yield:

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

: 82909-52-2
3,4-bis(benzyloxy)-N-phenethyl-N-(2-hydroxyethyl)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

Guidance literature:: Multi-step reaction with 6 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: 89 percent / triethylamine / CH₂Cl₂ / 1.) -50 deg C, 0.5 h; 2.) room temp., 1 h

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

Reference yield:

: 84003-65-6
3-(2-bromo-4,5-dihydroxyphenyl)propionitrile

: 82909-52-2
3,4-bis(benzyloxy)-N-phenethyl-N-(2-hydroxyethyl)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / potassium carbonate / dimethylformamide / 16 h

2: 61 percent / sodium amide / Fe(NO₃)3 / liquid ammonia / 1.5 h / -33 °C

3: 93 percent / aq. KOH; ethanol / 16 h / Heating

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

5: 89 percent / triethylamine / CH₂Cl₂ / 1.) -50 deg C, 0.5 h; 2.) room temp., 1 h

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