1-<5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazolyl>-2-propanone

Base Information

Chemical Name:1-<5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazolyl>-2-propanone
CAS No.:152775-61-6
Molecular Formula:C₁₉H₂₃N₅O₃
Molecular Weight:369.423
Hs Code.:

Synonyms:1-<5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazolyl>-2-propanone

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Chemical Property of 1-<5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazolyl>-2-propanone

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Technology Process of 1-<5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazolyl>-2-propanone

There total 13 articles about 1-<5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazolyl>-2-propanone 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: 43.0%

: 75-16-1
methylmagnesium bromide

: 152775-60-5
N,O-dimethyl-N-hydroxy-5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazoleacetamide

: 152775-61-6
1-<5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazolyl>-2-propanone

Guidance literature:: In tetrahydrofuran; diethyl ether; a) 0 deg C, 2 h, b) RT, 1 h;
DOI:10.1021/jm00074a004

Reference yield:

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

: 152775-61-6
1-<5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazolyl>-2-propanone

Guidance literature:: Multi-step reaction with 8 steps

1: 84 percent / Ph₃P, DEAD / CH₂Cl₂ / 12 h

2: 37.5 percent / triethylamine / CHCl₃ / 18 h / Heating

3: 86.2 percent / LAH / tetrahydrofuran / 0.5 h / Ambient temperature

4: 92.2 percent / Br₂, Ph₃P / CH₂Cl₂ / 0.17 h

5: 1.) Pd(Ph₃)2Cl₂, Ph₃P, tribenzylammonium chloride, NaOAc / 1.) 60 deg C, 1 h, 2.) heating, 16 h

6: 94.9 percent / LiOH, H₂O / ethanol / 1 h / Ambient temperature

7: 1.) 1,1'-carbonyldiimidazole / 1.) CHCl₃, 2.) CHCl₃, 18 h

8: 43 percent / tetrahydrofuran; diethyl ether / a) 0 deg C, 2 h, b) RT, 1 h

With bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; lithium aluminium tetrahydride; water; bromine; sodium acetate; tribenzylamine hydrochloride; triethylamine; triphenylphosphine; 1,1'-carbonyldiimidazole; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; chloroform;
DOI:10.1021/jm00074a004

Reference yield:

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

: 152775-61-6
1-<5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazolyl>-2-propanone

Guidance literature:: Multi-step reaction with 12 steps

1: 93.2 percent / K₂CO₃ / acetone / 18 h / Heating

2: 62 percent / NaN₃, NH₄Cl / dimethylformamide / 24 h / 110 °C

3: 67 percent / K₂CO₃ / acetonitrile / 1 h / Heating

4: 96 percent / BBr₃ / CH₂Cl₂

5: 84 percent / Ph₃P, DEAD / CH₂Cl₂ / 12 h

6: 37.5 percent / triethylamine / CHCl₃ / 18 h / Heating

7: 86.2 percent / LAH / tetrahydrofuran / 0.5 h / Ambient temperature

8: 92.2 percent / Br₂, Ph₃P / CH₂Cl₂ / 0.17 h

9: 1.) Pd(Ph₃)2Cl₂, Ph₃P, tribenzylammonium chloride, NaOAc / 1.) 60 deg C, 1 h, 2.) heating, 16 h

10: 94.9 percent / LiOH, H₂O / ethanol / 1 h / Ambient temperature

11: 1.) 1,1'-carbonyldiimidazole / 1.) CHCl₃, 2.) CHCl₃, 18 h

12: 43 percent / tetrahydrofuran; diethyl ether / a) 0 deg C, 2 h, b) RT, 1 h

With bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; lithium aluminium tetrahydride; sodium azide; water; bromine; sodium acetate; boron tribromide; tribenzylamine hydrochloride; potassium carbonate; ammonium chloride; triethylamine; triphenylphosphine; 1,1'-carbonyldiimidazole; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jm00074a004