5,5-diethoxy-2-methyl-4-oxo-5,6-dihydro-4H-pyran-3-carboxylic acid 4-methoxy-benzylamide

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Chemical Name:5,5-diethoxy-2-methyl-4-oxo-5,6-dihydro-4H-pyran-3-carboxylic acid 4-methoxy-benzylamide
CAS No.:1151788-45-2
Molecular Formula:C₁₉H₂₅NO₆
Molecular Weight:363.411
Hs Code.:

Synonyms:5,5-diethoxy-2-methyl-4-oxo-5,6-dihydro-4H-pyran-3-carboxylic acid 4-methoxy-benzylamide

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Chemical Property of 5,5-diethoxy-2-methyl-4-oxo-5,6-dihydro-4H-pyran-3-carboxylic acid 4-methoxy-benzylamide

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Technology Process of 5,5-diethoxy-2-methyl-4-oxo-5,6-dihydro-4H-pyran-3-carboxylic acid 4-methoxy-benzylamide

There total 4 articles about 5,5-diethoxy-2-methyl-4-oxo-5,6-dihydro-4H-pyran-3-carboxylic acid 4-methoxy-benzylamide 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: 98.0%

: 944269-42-5
3,3-diethoxy-6-methyl-4-oxo-3,4-dihydro-2H-pyran-5-carboxylic acid

: 2393-23-9
4-methoxy-benzylamine

: 1151788-45-2
5,5-diethoxy-2-methyl-4-oxo-5,6-dihydro-4H-pyran-3-carboxylic acid 4-methoxy-benzylamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmcl.2009.02.044

Reference yield:

: 57084-54-5
3-bromo-2,2-diethoxypropionic acid

: 1151788-45-2
5,5-diethoxy-2-methyl-4-oxo-5,6-dihydro-4H-pyran-3-carboxylic acid 4-methoxy-benzylamide

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 18 h / 20 °C

2: sodium hydride / tetrahydrofuran / Reflux

3: trifluoroacetic acid / dichloromethane / 20 °C

4: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 55 °C

With pyridine; sodium hydride; triethylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.6b00628

Reference yield:

: 87224-03-1
p-Nitrophenyl 3-bromo-2,2-diethoxy-propionate

: 1151788-45-2
5,5-diethoxy-2-methyl-4-oxo-5,6-dihydro-4H-pyran-3-carboxylic acid 4-methoxy-benzylamide

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / tetrahydrofuran / Reflux

2: trifluoroacetic acid / dichloromethane / 20 °C

3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 55 °C

With sodium hydride; triethylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.6b00628