ethyl (S)-5-(benzyloxy)-1-(3-hydroxy-1,1-diphenylpropan-2-yl)-6-((2-methoxyethyl)carbamoyl)-4-oxo-1,4-dihydropyridine-3-carboxylate

Base Information

• Chemical Name: ethyl (S)-5-(benzyloxy)-1-(3-hydroxy-1,1-diphenylpropan-2-yl)-6-((2-methoxyethyl)carbamoyl)-4-oxo-1,4-dihydropyridine-3-carboxylate
• CAS No.: 1370248-11-5
• Molecular Formula: C₃₄H₃₆N₂O₇
• Molecular Weight: 584.669
• Mol file: 1370248-11-5.mol

Synonyms:ethyl (S)-5-(benzyloxy)-1-(3-hydroxy-1,1-diphenylpropan-2-yl)-6-((2-methoxyethyl)carbamoyl)-4-oxo-1,4-dihydropyridine-3-carboxylate

Chemical Property of ethyl (S)-5-(benzyloxy)-1-(3-hydroxy-1,1-diphenylpropan-2-yl)-6-((2-methoxyethyl)carbamoyl)-4-oxo-1,4-dihydropyridine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (S)-5-(benzyloxy)-1-(3-hydroxy-1,1-diphenylpropan-2-yl)-6-((2-methoxyethyl)carbamoyl)-4-oxo-1,4-dihydropyridine-3-carboxylate

There total 6 articles about ethyl (S)-5-(benzyloxy)-1-(3-hydroxy-1,1-diphenylpropan-2-yl)-6-((2-methoxyethyl)carbamoyl)-4-oxo-1,4-dihydropyridine-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: 52.0%

ethyl 5-(benzyloxy)-6-((2-methoxyethyl)carbamoyl)-4-oxo-4H-pyran-3-carboxylate (1246616-94-3) + (S)-2-amino-3,3-diphenyl-1-propanol (162118-01-6) → ethyl (S)-5-(benzyloxy)-1-(3-hydroxy-1,1-diphenylpropan-2-yl)-6-((2-methoxyethyl)carbamoyl)-4-oxo-1,4-dihydropyridine-3-carboxylate (1370248-11-5)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene; at 120 ℃; for 0.5h;

DOI:10.1021/acs.jmedchem.9b00861

Reference yield:

tert-butyl N-[(1S)-1-(hydroxymethyl)-2,2-diphenylethyl]carbamate (155836-47-8) → ethyl (S)-5-(benzyloxy)-1-(3-hydroxy-1,1-diphenylpropan-2-yl)-6-((2-methoxyethyl)carbamoyl)-4-oxo-1,4-dihydropyridine-3-carboxylate (1370248-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / 1 h / Cooling with ice

2: triethylamine / toluene / 1 h / 90 °C

With triethylamine; trifluoroacetic acid; In toluene;

Reference yield:

4-benzyloxy-2-(1-dimethylaminomethylidene)-3-oxo-butyric acid ethyl ester (727382-68-5) → ethyl (S)-5-(benzyloxy)-1-(3-hydroxy-1,1-diphenylpropan-2-yl)-6-((2-methoxyethyl)carbamoyl)-4-oxo-1,4-dihydropyridine-3-carboxylate (1370248-11-5)

Guidance literature:

Multi-step reaction with 5 steps

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

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

3.1: aminosulfonic acid; sodium chlorite; sulfuric acid / water; acetonitrile / 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

5.1: 5,5-dimethyl-1,3-cyclohexadiene / 0.5 h / 120 °C

With ruthenium trichloride; sodium chlorite; sodium periodate; sulfuric acid; aminosulfonic acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/acs.jmedchem.9b00861

upstream raw materials:

tert-butyl N-[(1S)-1-(hydroxymethyl)-2,2-diphenylethyl]carbamate

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

(S)-2-amino-3,3-diphenyl-1-propanol

4-benzyloxy-2-(1-dimethylaminomethylidene)-3-oxo-butyric acid ethyl ester

Downstream raw materials:

ethyl (S)-4-benzhydryl-9-(benzyloxy)-2-(2-methoxyethyl)-1,8-dioxo-1,3,4,8-tetrahydro-2H-pyrido[1,2-a]pyrazine-7-carboxylate

(S)-4-benzhydryl-9-(benzyloxy)-2-(2-methoxyethyl)-1,8-dioxo-1,3,4,8-tetrahydro-2H-pyrido[1,2-a]pyrazine-7-carboxylic acid

(S)-4-benzhydryl-9-hydroxy-2-(2-methoxyethyl)-1,8-dioxo-1,3,4,8-tetrahydro-2H-pyrido[1,2-a]pyrazine-7-carboxylic acid

C₃₂H₃₂N₂O₅