(5S,6S)-6-Ethyl-5-methyl-4-oxo-3-((S)-1-phenyl-ethyl)-tetrahydro-pyrimidine-1-carboxylic acid benzyl ester

Base Information

Chemical Name:(5S,6S)-6-Ethyl-5-methyl-4-oxo-3-((S)-1-phenyl-ethyl)-tetrahydro-pyrimidine-1-carboxylic acid benzyl ester
CAS No.:159391-69-2
Molecular Formula:C₂₃H₂₈N₂O₃
Molecular Weight:380.487
Hs Code.:

Synonyms:(5S,6S)-6-Ethyl-5-methyl-4-oxo-3-((S)-1-phenyl-ethyl)-tetrahydro-pyrimidine-1-carboxylic acid benzyl ester

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Chemical Property of (5S,6S)-6-Ethyl-5-methyl-4-oxo-3-((S)-1-phenyl-ethyl)-tetrahydro-pyrimidine-1-carboxylic acid benzyl ester

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Technology Process of (5S,6S)-6-Ethyl-5-methyl-4-oxo-3-((S)-1-phenyl-ethyl)-tetrahydro-pyrimidine-1-carboxylic acid benzyl ester

There total 6 articles about (5S,6S)-6-Ethyl-5-methyl-4-oxo-3-((S)-1-phenyl-ethyl)-tetrahydro-pyrimidine-1-carboxylic acid benzyl ester 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: 7.0%

: 77-78-1
dimethyl sulfate

: 159391-58-9
(S)-6-Ethyl-4-oxo-3-((S)-1-phenyl-ethyl)-tetrahydro-pyrimidine-1-carboxylic acid benzyl ester

: (S)-6-Ethyl-5,5-dimethyl-4-oxo-3-((S)-1-phenyl-ethyl)-tetrahydro-pyrimidine-1-carboxylic acid benzyl ester

: 159391-70-5
(5R,6S)-6-Ethyl-5-methyl-4-oxo-3-((S)-1-phenyl-ethyl)-tetrahydro-pyrimidine-1-carboxylic acid benzyl ester

: 159391-69-2
(5S,6S)-6-Ethyl-5-methyl-4-oxo-3-((S)-1-phenyl-ethyl)-tetrahydro-pyrimidine-1-carboxylic acid benzyl ester

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -20 ℃; for 3h;
DOI:10.1021/jo00103a020

Reference yield:

: 13991-37-2
trans-2-pentenoic acid

: 159391-69-2
(5S,6S)-6-Ethyl-5-methyl-4-oxo-3-((S)-1-phenyl-ethyl)-tetrahydro-pyrimidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: NH₂OH*HCl, EtONa / aq. ethanol / 9 h / Heating

2: aq. NaOH / acetone / 1 h / Ambient temperature

3: SOCl₂ / CH₂Cl₂ / 0.5 h / Ambient temperature

4: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

5: 43 percent / p-TsOH*H₂O / benzene / 1 h / Heating

6: LiHMDS / tetrahydrofuran / 3 h / -20 °C

With sodium hydroxide; thionyl chloride; hydroxylamine hydrochloride; sodium ethanolate; toluene-4-sulfonic acid; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; acetone; benzene;
DOI:10.1021/jo00103a020

Reference yield:

: 18664-78-3
3-aminopentanoic acid

: 159391-69-2
(5S,6S)-6-Ethyl-5-methyl-4-oxo-3-((S)-1-phenyl-ethyl)-tetrahydro-pyrimidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: aq. NaOH / acetone / 1 h / Ambient temperature

2: SOCl₂ / CH₂Cl₂ / 0.5 h / Ambient temperature

3: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

4: 43 percent / p-TsOH*H₂O / benzene / 1 h / Heating

5: LiHMDS / tetrahydrofuran / 3 h / -20 °C

With sodium hydroxide; thionyl chloride; toluene-4-sulfonic acid; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; acetone; benzene;
DOI:10.1021/jo00103a020