(4R^*,5R^*)-5-(2,4-Difluorophenyl)-4-methyl-3-(5-methyl-4-hexenoyl)-5-<(1H-1,2,4-triazol-1-yl)methyl>oxazolidine

Base Information

• Chemical Name: (4R^*,5R^*)-5-(2,4-Difluorophenyl)-4-methyl-3-(5-methyl-4-hexenoyl)-5-<(1H-1,2,4-triazol-1-yl)methyl>oxazolidine
• CAS No.: 132507-72-3
• Molecular Formula: C₂₀H₂₄F₂N₄O₂
• Molecular Weight: 390.433

Synonyms:(4R^*,5R^*)-5-(2,4-Difluorophenyl)-4-methyl-3-(5-methyl-4-hexenoyl)-5-<(1H-1,2,4-triazol-1-yl)methyl>oxazolidine

Chemical Property of (4R^*,5R^*)-5-(2,4-Difluorophenyl)-4-methyl-3-(5-methyl-4-hexenoyl)-5-<(1H-1,2,4-triazol-1-yl)methyl>oxazolidine

Chemical Property:

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Technology Process of (4R^*,5R^*)-5-(2,4-Difluorophenyl)-4-methyl-3-(5-methyl-4-hexenoyl)-5-<(1H-1,2,4-triazol-1-yl)methyl>oxazolidine

There total 4 articles about (4R^*,5R^*)-5-(2,4-Difluorophenyl)-4-methyl-3-(5-methyl-4-hexenoyl)-5-<(1H-1,2,4-triazol-1-yl)methyl>oxazolidine 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: 34.0%

5-methyl-hex-4-enoyl chloride (65890-48-4) + (4R*,5R*)-5-(2,4-Difluorophenyl)-4-methyl-5-<(1H-1,2,4-triazol-1-yl)methyl>oxazolidine (126916-45-8,132507-79-0,138457-44-0) → (4R*,5R*)-5-(2,4-Difluorophenyl)-4-methyl-3-(5-methyl-4-hexenoyl)-5-<(1H-1,2,4-triazol-1-yl)methyl>oxazolidine (132507-72-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1248/cpb.38.2476

Reference yield:

threo-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol (132507-89-2,132507-94-9,133775-25-4,135270-05-2,135270-11-0,135272-36-5) → (4R*,5R*)-5-(2,4-Difluorophenyl)-4-methyl-3-(5-methyl-4-hexenoyl)-5-<(1H-1,2,4-triazol-1-yl)methyl>oxazolidine (132507-72-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / pyridine / 2 h / Ambient temperature

2: 84 percent / NaN₃, NH₄Cl / dimethylformamide / 15 h / 115 °C

3: 100 percent / H₂ / 10percent Pd/C / ethanol / 1 h

4: benzene / 3 h / Heating

5: 34 percent / NEt₃ / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; sodium azide; hydrogen; ammonium chloride; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1248/cpb.38.2476

Reference yield:

Methanesulfonic acid (1S,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl ester (126945-34-4,132507-78-9,133775-26-5,135270-06-3,135270-09-6,135270-12-1) → (4R*,5R*)-5-(2,4-Difluorophenyl)-4-methyl-3-(5-methyl-4-hexenoyl)-5-<(1H-1,2,4-triazol-1-yl)methyl>oxazolidine (132507-72-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / NaN₃, NH₄Cl / dimethylformamide / 15 h / 115 °C

2: 100 percent / H₂ / 10percent Pd/C / ethanol / 1 h

3: benzene / 3 h / Heating

4: 34 percent / NEt₃ / CH₂Cl₂ / 0.5 h / 0 °C

With sodium azide; hydrogen; ammonium chloride; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1248/cpb.38.2476

upstream raw materials:

5-methyl-hex-4-enoyl chloride

(4R*,5R*)-5-(2,4-Difluorophenyl)-4-methyl-5-<(1H-1,2,4-triazol-1-yl)methyl>oxazolidine

(2R*,3R*)-3-Amino-2-(2,4-difluoropropyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol

threo-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol

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