[[((3,5-bis(trifluoromethyl)phenyl)methoxy)-methyl]-2-(3,4-dichlorophenyl)]-4-hydroxy-4-phenyl-1-piperidinebutanol

Base Information

• Chemical Name: [[((3,5-bis(trifluoromethyl)phenyl)methoxy)-methyl]-2-(3,4-dichlorophenyl)]-4-hydroxy-4-phenyl-1-piperidinebutanol
• CAS No.: 226917-14-2
• Molecular Formula: C₃₁H₃₁Cl₂F₆NO₃
• Molecular Weight: 650.488

Synonyms:[[((3,5-bis(trifluoromethyl)phenyl)methoxy)-methyl]-2-(3,4-dichlorophenyl)]-4-hydroxy-4-phenyl-1-piperidinebutanol

Chemical Property of [[((3,5-bis(trifluoromethyl)phenyl)methoxy)-methyl]-2-(3,4-dichlorophenyl)]-4-hydroxy-4-phenyl-1-piperidinebutanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [[((3,5-bis(trifluoromethyl)phenyl)methoxy)-methyl]-2-(3,4-dichlorophenyl)]-4-hydroxy-4-phenyl-1-piperidinebutanol

There total 8 articles about [[((3,5-bis(trifluoromethyl)phenyl)methoxy)-methyl]-2-(3,4-dichlorophenyl)]-4-hydroxy-4-phenyl-1-piperidinebutanol 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:

3,4-Dichlorocinnamic acid (7312-27-8) → [[((3,5-bis(trifluoromethyl)phenyl)methoxy)-methyl]-2-(3,4-dichlorophenyl)]-4-hydroxy-4-phenyl-1-piperidinebutanol (226917-14-2)

Guidance literature:

Multi-step reaction with 9 steps

1: Cs₂CO₃

2: DIBAL-H

3: pyridine; DMAP

4: KHMDS; TESCl / tetrahydrofuran / 3 h / Heating

5: m-CPBA

6: Amberlyst 15

7: 71 percent / Ag₂O / dimethylformamide / 48 h / 23 °C

8: DIBAL-H

9: NaBH₃CN; 3 A mol. siev. / 2,2,2-trifluoro-ethanol

With pyridine; dmap; Amberlyst 15; triethylsilyl chloride; 3 A mol. siev; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium cyanoborohydride; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; silver(l) oxide; In tetrahydrofuran; 2,2,2-trifluoroethanol; N,N-dimethyl-formamide; 1: Methylation / 2: Reduction / 3: Acetylation / 4: Ireland-Claisen rearrangement / 5: Epoxidation / 6: lactonization / 7: Alkylation / 8: Reduction / 9: reductive amination;

DOI:10.1016/S0960-894X(00)00463-7

Reference yield:

3-(3,4-dichlorophenyl)-prop-2-en-1-ol (148775-22-8) → [[((3,5-bis(trifluoromethyl)phenyl)methoxy)-methyl]-2-(3,4-dichlorophenyl)]-4-hydroxy-4-phenyl-1-piperidinebutanol (226917-14-2)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine; DMAP

2: KHMDS; TESCl / tetrahydrofuran / 3 h / Heating

3: m-CPBA

4: Amberlyst 15

5: 71 percent / Ag₂O / dimethylformamide / 48 h / 23 °C

6: DIBAL-H

7: NaBH₃CN; 3 A mol. siev. / 2,2,2-trifluoro-ethanol

With pyridine; dmap; Amberlyst 15; triethylsilyl chloride; 3 A mol. siev; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium cyanoborohydride; 3-chloro-benzenecarboperoxoic acid; silver(l) oxide; In tetrahydrofuran; 2,2,2-trifluoroethanol; N,N-dimethyl-formamide; 1: Acetylation / 2: Ireland-Claisen rearrangement / 3: Epoxidation / 4: lactonization / 5: Alkylation / 6: Reduction / 7: reductive amination;

DOI:10.1016/S0960-894X(00)00463-7

Reference yield:

methyl 3-(3,4-dichlorophenyl)-2-propenoate (82475-75-0) → [[((3,5-bis(trifluoromethyl)phenyl)methoxy)-methyl]-2-(3,4-dichlorophenyl)]-4-hydroxy-4-phenyl-1-piperidinebutanol (226917-14-2)

Guidance literature:

Multi-step reaction with 8 steps

1: DIBAL-H

2: pyridine; DMAP

3: KHMDS; TESCl / tetrahydrofuran / 3 h / Heating

4: m-CPBA

5: Amberlyst 15

6: 71 percent / Ag₂O / dimethylformamide / 48 h / 23 °C

7: DIBAL-H

8: NaBH₃CN; 3 A mol. siev. / 2,2,2-trifluoro-ethanol

With pyridine; dmap; Amberlyst 15; triethylsilyl chloride; 3 A mol. siev; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium cyanoborohydride; 3-chloro-benzenecarboperoxoic acid; silver(l) oxide; In tetrahydrofuran; 2,2,2-trifluoroethanol; N,N-dimethyl-formamide; 1: Reduction / 2: Acetylation / 3: Ireland-Claisen rearrangement / 4: Epoxidation / 5: lactonization / 6: Alkylation / 7: Reduction / 8: reductive amination;

DOI:10.1016/S0960-894X(00)00463-7

upstream raw materials:

3,4-Dichlorocinnamic acid

3-(3,4-dichlorophenyl)-prop-2-en-1-ol

methyl 3-(3,4-dichlorophenyl)-2-propenoate

3-(3,4-dichloro-phenyl)-2-propene-1-ol acetate

Downstream raw materials:

1?[(3.5-bis(trifluoromethyl)phenyl)methoxy]-3-(3,4-dichlorophenyl)-5-(4-hydroxy-4-phenyl-1-piperidinyl)-2-pentanone

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