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

Base Information

Chemical Name:N,O-dimethyl-N-hydroxy-5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazoleacetamide
CAS No.:152775-60-5
Molecular Formula:C₂₀H₂₆N₆O₄
Molecular Weight:414.464
Hs Code.:

Synonyms:

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Chemical Property of N,O-dimethyl-N-hydroxy-5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazoleacetamide

Chemical Property:

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Technology Process of N,O-dimethyl-N-hydroxy-5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazoleacetamide

There total 12 articles about N,O-dimethyl-N-hydroxy-5-<3-<2,6-dimethyl-4-<5-(2-methyl-2H-tetrazolyl)>phenoxy>propyl>-3-isoxazoleacetamide 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:

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

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

Guidance literature:: Multi-step reaction with 7 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

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; ethanol; dichloromethane; chloroform;
DOI:10.1021/jm00074a004

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 11 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

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; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jm00074a004

Reference yield:

: 152775-45-6
4-methoxy-3,5-dimethylbenzonitrile

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

Guidance literature:: Multi-step reaction with 10 steps

1: 62 percent / NaN₃, NH₄Cl / dimethylformamide / 24 h / 110 °C

2: 67 percent / K₂CO₃ / acetonitrile / 1 h / Heating

3: 96 percent / BBr₃ / CH₂Cl₂

4: 84 percent / Ph₃P, DEAD / CH₂Cl₂ / 12 h

5: 37.5 percent / triethylamine / CHCl₃ / 18 h / Heating

6: 86.2 percent / LAH / tetrahydrofuran / 0.5 h / Ambient temperature

7: 92.2 percent / Br₂, Ph₃P / CH₂Cl₂ / 0.17 h

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

9: 94.9 percent / LiOH, H₂O / ethanol / 1 h / Ambient temperature

10: 1.) 1,1'-carbonyldiimidazole / 1.) CHCl₃, 2.) CHCl₃, 18 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; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00074a004