ethyl 5-(benzyloxy)-6-((2-methoxyethyl)carbamoyl)-4-oxo-4H-pyran-3-carboxylate

Base Information

Chemical Name:ethyl 5-(benzyloxy)-6-((2-methoxyethyl)carbamoyl)-4-oxo-4H-pyran-3-carboxylate
CAS No.:1246616-94-3
Molecular Formula:C₁₉H₂₁NO₇
Molecular Weight:375.378
Hs Code.:

Synonyms:ethyl 5-(benzyloxy)-6-((2-methoxyethyl)carbamoyl)-4-oxo-4H-pyran-3-carboxylate

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Chemical Property of ethyl 5-(benzyloxy)-6-((2-methoxyethyl)carbamoyl)-4-oxo-4H-pyran-3-carboxylate

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Technology Process of ethyl 5-(benzyloxy)-6-((2-methoxyethyl)carbamoyl)-4-oxo-4H-pyran-3-carboxylate

There total 10 articles about ethyl 5-(benzyloxy)-6-((2-methoxyethyl)carbamoyl)-4-oxo-4H-pyran-3-carboxylate 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: 79.0%

: 1246616-93-2
3-(benzyloxy)-5-(ethoxycarbonyl)-4-oxo-4H-pyran-2-carboxylic acid

: 109-85-3
2-methoxyethylamine

: 1246616-94-3
ethyl 5-(benzyloxy)-6-((2-methoxyethyl)carbamoyl)-4-oxo-4H-pyran-3-carboxylate

Guidance literature:: 3-(benzyloxy)-5-(ethoxycarbonyl)-4-oxo-4H-pyran-2-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

2-methoxyethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 1.05h;

Reference yield:

: 727382-68-5
4-benzyloxy-2-(1-dimethylaminomethylidene)-3-oxo-butyric acid ethyl ester

: 1246616-94-3
ethyl 5-(benzyloxy)-6-((2-methoxyethyl)carbamoyl)-4-oxo-4H-pyran-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.47 h / -78 °C

1.2: 0.17 h / 20 °C

2.1: sodium periodate; sulfuric acid / ruthenium trichloride / acetonitrile; water / 0.25 h / 20 °C / Inert atmosphere

3.1: aminosulfonic acid; sodium chlorite; sulfuric acid / acetonitrile; water / 0.17 h / 20 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 1.5 h / 20 °C

4.2: 1.05 h / 0 °C

With sodium chlorite; sodium periodate; sulfuric acid; aminosulfonic acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; ruthenium trichloride; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 19810-31-2
Benzyloxyacetyl chloride

: 1246616-94-3
ethyl 5-(benzyloxy)-6-((2-methoxyethyl)carbamoyl)-4-oxo-4H-pyran-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / dichloromethane / 2.33 h / 1 - 15 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.47 h / -78 °C

2.2: 0.17 h / 20 °C

3.1: sodium periodate; sulfuric acid / ruthenium trichloride / acetonitrile; water / 0.25 h / 20 °C / Inert atmosphere

4.1: aminosulfonic acid; sodium chlorite; sulfuric acid / acetonitrile; water / 0.17 h / 20 °C

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 1.5 h / 20 °C

5.2: 1.05 h / 0 °C

With pyridine; sodium chlorite; sodium periodate; sulfuric acid; aminosulfonic acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; ruthenium trichloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;