3-{3,5-Dimethyl-4-[3-(3-methylsulfanylmethyl-isoxazol-5-yl)-propoxy]-phenyl}-5-methyl-[1,2,4]oxadiazole

Base Information

Chemical Name:3-{3,5-Dimethyl-4-[3-(3-methylsulfanylmethyl-isoxazol-5-yl)-propoxy]-phenyl}-5-methyl-[1,2,4]oxadiazole
CAS No.:156787-26-7
Molecular Formula:C₁₉H₂₃N₃O₃S
Molecular Weight:373.476
Hs Code.:

Synonyms:3-{3,5-Dimethyl-4-[3-(3-methylsulfanylmethyl-isoxazol-5-yl)-propoxy]-phenyl}-5-methyl-[1,2,4]oxadiazole

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Chemical Property of 3-{3,5-Dimethyl-4-[3-(3-methylsulfanylmethyl-isoxazol-5-yl)-propoxy]-phenyl}-5-methyl-[1,2,4]oxadiazole

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Technology Process of 3-{3,5-Dimethyl-4-[3-(3-methylsulfanylmethyl-isoxazol-5-yl)-propoxy]-phenyl}-5-methyl-[1,2,4]oxadiazole

There total 9 articles about 3-{3,5-Dimethyl-4-[3-(3-methylsulfanylmethyl-isoxazol-5-yl)-propoxy]-phenyl}-5-methyl-[1,2,4]oxadiazole 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: 90.0%

: 156787-25-6
3-<(methylthio)methyl>-5-isoxazolepropanol

: 156787-42-7
4-(5-methyl-1,2,4-oxadiazol-3-yl)-2,6-dimethylphenol

: 156787-26-7
3-{3,5-Dimethyl-4-[3-(3-methylsulfanylmethyl-isoxazol-5-yl)-propoxy]-phenyl}-5-methyl-[1,2,4]oxadiazole

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 18h; Ambient temperature;
DOI:10.1021/jm00041a022

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 156787-26-7
3-{3,5-Dimethyl-4-[3-(3-methylsulfanylmethyl-isoxazol-5-yl)-propoxy]-phenyl}-5-methyl-[1,2,4]oxadiazole

Guidance literature:: Multi-step reaction with 6 steps

1: 86.8 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

2: 76.6 percent / Et₃N / dimethylformamide / 3.5 h

3: 82 percent / LAH / tetrahydrofuran / 0.08 h

4: 91.1 percent / triethylphosphine / tetrahydrofuran / 3.5 h / Heating

5: 97.5 percent / TBAF / tetrahydrofuran / 18 h / Ambient temperature

6: 90 percent / DEAD, Ph₃P / tetrahydrofuran / 18 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; diethylazodicarboxylate; triethylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm00041a022

Reference yield:

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 156787-26-7
3-{3,5-Dimethyl-4-[3-(3-methylsulfanylmethyl-isoxazol-5-yl)-propoxy]-phenyl}-5-methyl-[1,2,4]oxadiazole

Guidance literature:: Multi-step reaction with 4 steps

1: K₂CO₃, hydroxylamine hydrochloride / ethanol / 18 h / Heating

2: 54.2 percent / pyridine / 1 h / Heating

3: 99.4 percent / NaOH, H₂O / ethanol / 3.5 h / Heating

4: 90 percent / DEAD, Ph₃P / tetrahydrofuran / 18 h / Ambient temperature

With pyridine; sodium hydroxide; hydroxylamine hydrochloride; water; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol;
DOI:10.1021/jm00041a022