(S)-2-[((R)-4-Methyl-2-phenyl-4,5-dihydro-oxazole-4-carbonyl)-amino]-propionic acid benzyl ester

Base Information

Chemical Name:(S)-2-[((R)-4-Methyl-2-phenyl-4,5-dihydro-oxazole-4-carbonyl)-amino]-propionic acid benzyl ester
CAS No.:177762-98-0
Molecular Formula:C₂₁H₂₂N₂O₄
Molecular Weight:366.417
Hs Code.:

Synonyms:(S)-2-[((R)-4-Methyl-2-phenyl-4,5-dihydro-oxazole-4-carbonyl)-amino]-propionic acid benzyl ester

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Chemical Property of (S)-2-[((R)-4-Methyl-2-phenyl-4,5-dihydro-oxazole-4-carbonyl)-amino]-propionic acid benzyl ester

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Technology Process of (S)-2-[((R)-4-Methyl-2-phenyl-4,5-dihydro-oxazole-4-carbonyl)-amino]-propionic acid benzyl ester

There total 5 articles about (S)-2-[((R)-4-Methyl-2-phenyl-4,5-dihydro-oxazole-4-carbonyl)-amino]-propionic 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: 85.0%

: 5557-81-3,5557-83-5,34404-37-0
L-alanine benzyl ester hydrochloride

: 177762-92-4
(S)-4-Bromomethyl-4-methyl-2-phenyl-4H-oxazol-5-one

: 177762-98-0
(S)-2-[((R)-4-Methyl-2-phenyl-4,5-dihydro-oxazole-4-carbonyl)-amino]-propionic acid benzyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 50 ℃;
DOI:10.1021/jo952068g

Reference yield:

: 51127-13-0,71963-72-9,87480-74-8,13302-43-7
2-phenyl-4-methyl-4H-oxazolin-5-one

: 177762-98-0
(S)-2-[((R)-4-Methyl-2-phenyl-4,5-dihydro-oxazole-4-carbonyl)-amino]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 34 percent / NaH / tetrahydrofuran; dimethylformamide / 0.5 h / 0 °C

2: 46 percent / DIPEA, NMP / 18 h / 55 °C

3: 71 percent / HBr/AcOH / acetic anhydride / 4.5 h / 70 °C

4: 85 percent / DIPEA / N,N-dimethyl-acetamide / 50 °C

With 1-methyl-pyrrolidin-2-one; hydrogen bromide; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl acetamide; acetic anhydride; N,N-dimethyl-formamide;
DOI:10.1021/jo952068g

Reference yield:

: 2198-64-3,1205-02-3,90988-29-7
N-Benzoylalanine

: 177762-98-0
(S)-2-[((R)-4-Methyl-2-phenyl-4,5-dihydro-oxazole-4-carbonyl)-amino]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: DCC / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) room temperature, 40 min

2: 34 percent / NaH / tetrahydrofuran; dimethylformamide / 0.5 h / 0 °C

3: 46 percent / DIPEA, NMP / 18 h / 55 °C

4: 71 percent / HBr/AcOH / acetic anhydride / 4.5 h / 70 °C

5: 85 percent / DIPEA / N,N-dimethyl-acetamide / 50 °C

With 1-methyl-pyrrolidin-2-one; hydrogen bromide; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; acetic anhydride; N,N-dimethyl-formamide;
DOI:10.1021/jo952068g