N-((1R,3S)-3-hydroxycyclohexyl)-4-((3,3,3-trifluoro-2-hydroxypropylamino)methyl)-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxamide

Base Information

• Chemical Name: N-((1R,3S)-3-hydroxycyclohexyl)-4-((3,3,3-trifluoro-2-hydroxypropylamino)methyl)-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxamide
• CAS No.: 1237715-03-5
• Molecular Formula: C₂₁H₂₃F₆N₃O₄
• Molecular Weight: 495.422
• Mol file: 1237715-03-5.mol

Synonyms:

Chemical Property of N-((1R,3S)-3-hydroxycyclohexyl)-4-((3,3,3-trifluoro-2-hydroxypropylamino)methyl)-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((1R,3S)-3-hydroxycyclohexyl)-4-((3,3,3-trifluoro-2-hydroxypropylamino)methyl)-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxamide

There total 6 articles about N-((1R,3S)-3-hydroxycyclohexyl)-4-((3,3,3-trifluoro-2-hydroxypropylamino)methyl)-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxamide 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:

3-amino-1,1,1-trifluoropropan-2-ol (431-38-9) + C18H18ClF3N2O3 (1304062-21-2) → N-((1R,3S)-3-hydroxycyclohexyl)-4-((3,3,3-trifluoro-2-hydroxypropylamino)methyl)-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxamide (1237715-03-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 165 ℃; for 0.25h; Microwave irradiation;

DOI:10.1016/j.bmcl.2011.01.112

Reference yield:

4-(chloromethyl)-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carbonyl chloride (1237714-83-8) → N-((1R,3S)-3-hydroxycyclohexyl)-4-((3,3,3-trifluoro-2-hydroxypropylamino)methyl)-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxamide (1237715-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 2 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / acetonitrile / 0.25 h / 165 °C / Microwave irradiation

With triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2011.01.112

Reference yield:

ethyl 4-(bromomethyl)-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylate (1237714-73-6) → N-((1R,3S)-3-hydroxycyclohexyl)-4-((3,3,3-trifluoro-2-hydroxypropylamino)methyl)-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxamide (1237715-03-5)

Guidance literature:

Multi-step reaction with 4 steps

1: water; trifluoroacetic acid / 0.25 h / 150 °C / Microwave irradiation

2: thionyl chloride / N,N-dimethyl-formamide; toluene / 4 h / 90 °C

3: triethylamine / dichloromethane / 2 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / acetonitrile / 0.25 h / 165 °C / Microwave irradiation

With thionyl chloride; water; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/j.bmcl.2011.01.112

upstream raw materials:

4-(chloromethyl)-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carbonyl chloride

3-amino-1,1,1-trifluoropropan-2-ol

C₁₈H₁₈ClF₃N₂O₃

4-(hydroxymethyl)-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylic acid