8a-benzyl-6-ethylidene-1-isobutylimino-7-vinyl-6,8a-dihydro-1H-oxazolo[3,4-a]pyridine-3,5-dione

Base Information

• Chemical Name: 8a-benzyl-6-ethylidene-1-isobutylimino-7-vinyl-6,8a-dihydro-1H-oxazolo[3,4-a]pyridine-3,5-dione
• CAS No.: 933996-08-8
• Molecular Formula: C₂₂H₂₄N₂O₃
• Molecular Weight: 364.444

Synonyms:8a-benzyl-6-ethylidene-1-isobutylimino-7-vinyl-6,8a-dihydro-1H-oxazolo[3,4-a]pyridine-3,5-dione

Chemical Property of 8a-benzyl-6-ethylidene-1-isobutylimino-7-vinyl-6,8a-dihydro-1H-oxazolo[3,4-a]pyridine-3,5-dione

Chemical Property:

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Technology Process of 8a-benzyl-6-ethylidene-1-isobutylimino-7-vinyl-6,8a-dihydro-1H-oxazolo[3,4-a]pyridine-3,5-dione

There total 3 articles about 8a-benzyl-6-ethylidene-1-isobutylimino-7-vinyl-6,8a-dihydro-1H-oxazolo[3,4-a]pyridine-3,5-dione 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: 68.0%

2-benzyl-5-ethylidene-6-oxo-4-vinyl-1,2,5,6-tetrahydro-pyridine-2-carboxylic acid isobutyl-amide (933996-05-5) + phosgene (75-44-5) → 8a-benzyl-6-ethylidene-1-isobutylimino-7-vinyl-6,8a-dihydro-1H-oxazolo[3,4-a]pyridine-3,5-dione (933996-08-8)

Guidance literature:

With triethylamine; In dichloromethane; toluene; at -10 ℃;

DOI:10.3987/com-06-s(w)36

Reference yield:

2-benzyl-5-ethylidene-6-oxo-4-vinyl-1,2,5,6-tetrahydropyridine-2-carboxylic acid methyl ester (924906-47-8) → 8a-benzyl-6-ethylidene-1-isobutylimino-7-vinyl-6,8a-dihydro-1H-oxazolo[3,4-a]pyridine-3,5-dione (933996-08-8)

Guidance literature:

Multi-step reaction with 3 steps

1: LiOH*H₂O / tetrahydrofuran; H₂O / 0.08 h / 20 °C

2: 0.178 g / 1-hydroxybenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide*HCl; 4-dimethylaminopyridine / CH₂Cl₂ / 20 °C

3: 68 percent / Et₃N / CH₂Cl₂; toluene / -10 °C

With dmap; lithium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.3987/com-06-s(w)36

Reference yield:

2-benzyl-5-ethylidene-6-oxo-4-vinyl-1,2,5,6-tetrahydro-pyridine-2-carboxylic acid → 8a-benzyl-6-ethylidene-1-isobutylimino-7-vinyl-6,8a-dihydro-1H-oxazolo[3,4-a]pyridine-3,5-dione (933996-08-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.178 g / 1-hydroxybenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide*HCl; 4-dimethylaminopyridine / CH₂Cl₂ / 20 °C

2: 68 percent / Et₃N / CH₂Cl₂; toluene / -10 °C

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; toluene;

DOI:10.3987/com-06-s(w)36

upstream raw materials:

2-benzyl-5-ethylidene-6-oxo-4-vinyl-1,2,5,6-tetrahydro-pyridine-2-carboxylic acid isobutyl-amide

phosgene

2-benzyl-5-ethylidene-6-oxo-4-vinyl-1,2,5,6-tetrahydropyridine-2-carboxylic acid methyl ester

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