2-(2,4-diisopropoxy-phenyl)-N,N-diethyl-3-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-oxo-propionamide

Base Information

Chemical Name:2-(2,4-diisopropoxy-phenyl)-N,N-diethyl-3-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-oxo-propionamide
CAS No.:238737-01-4
Molecular Formula:C₃₀H₃₉NO₆
Molecular Weight:509.643
Hs Code.:

2-(2,4-diisopropoxy-phenyl)-<i>N</i>,<i>N</i>-diethyl-3-(5-hydroxy-2,2-dimethyl-2<i>H</i>-chromen-6-yl)-3-oxo-propionamide

Synonyms:2-(2,4-diisopropoxy-phenyl)-N,N-diethyl-3-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-oxo-propionamide

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Chemical Property of 2-(2,4-diisopropoxy-phenyl)-N,N-diethyl-3-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-oxo-propionamide

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Technology Process of 2-(2,4-diisopropoxy-phenyl)-N,N-diethyl-3-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-oxo-propionamide

There total 4 articles about 2-(2,4-diisopropoxy-phenyl)-N,N-diethyl-3-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-oxo-propionamide 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: 88.0%

: 238737-00-3
diethyl-carbamic acid 6-[(2,4-diisopropoxy-phenyl)-acetyl]-2,2-dimethyl-2H-chromen-5-yl ester

: 238737-01-4
2-(2,4-diisopropoxy-phenyl)-N,N-diethyl-3-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-oxo-propionamide

Guidance literature:: With sodium hydride; In toluene; for 2h; Heating;
DOI:10.1002/(SICI)1521-3773(19990517)38:10<1435::AID-ANIE1435>3.0.CO;2-B

Reference yield:

: 141807-25-2
O-(3-N,N-diethylcarbamoyloxy)phenyl N,N-diethylcarbamate

: 238737-01-4
2-(2,4-diisopropoxy-phenyl)-N,N-diethyl-3-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-oxo-propionamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: tert-BuLi / tetrahydrofuran; pentane / 0.25 h / -78 °C

1.2: tetrahydrofuran; pentane / 2 h / -78 - 25 °C

1.3: 54 percent / AcOH / tetrahydrofuran; pentane / 1 h / 0 - 25 °C

2.1: s-BuLi; ZnCl₂ / tetrahydrofuran / -78 °C

2.2: 74 percent / DIBALH; PdCl₂(PPh₃)2 / tetrahydrofuran; toluene / 3 h

3.1: 88 percent / NaH / toluene / 2 h / Heating

With tert.-butyl lithium; sec.-butyllithium; sodium hydride; zinc(II) chloride; In tetrahydrofuran; toluene; pentane; 1.1: Metallation / 1.2: Addition / 1.3: Cyclization / 2.1: Metallation / 2.2: Acylation / 3.1: Isomerization;
DOI:10.1002/(SICI)1521-3773(19990517)38:10<1435::AID-ANIE1435>3.0.CO;2-B

Reference yield:

: 238736-99-7
2,4-diisopropoxyphenylacetyl chloride

: 238737-01-4
2-(2,4-diisopropoxy-phenyl)-N,N-diethyl-3-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-oxo-propionamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: s-BuLi; ZnCl₂ / tetrahydrofuran / -78 °C

1.2: 74 percent / DIBALH; PdCl₂(PPh₃)2 / tetrahydrofuran; toluene / 3 h

2.1: 88 percent / NaH / toluene / 2 h / Heating

With sec.-butyllithium; sodium hydride; zinc(II) chloride; In tetrahydrofuran; toluene; 1.1: Metallation / 1.2: Acylation / 2.1: Isomerization;
DOI:10.1002/(SICI)1521-3773(19990517)38:10<1435::AID-ANIE1435>3.0.CO;2-B