Phenyl-[(S)-2-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-pyrrolidin-1-yl]-methanone

Base Information

• Chemical Name: Phenyl-[(S)-2-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-pyrrolidin-1-yl]-methanone
• CAS No.: 136495-39-1
• Molecular Formula: C₁₄H₁₃F₆NO₂
• Molecular Weight: 341.253

Synonyms:Phenyl-[(S)-2-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-pyrrolidin-1-yl]-methanone

Chemical Property of Phenyl-[(S)-2-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-pyrrolidin-1-yl]-methanone

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Technology Process of Phenyl-[(S)-2-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-pyrrolidin-1-yl]-methanone

There total 2 articles about Phenyl-[(S)-2-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-pyrrolidin-1-yl]-methanone 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:

1,1,1,3,3,3-Hexafluoro-2-[(S)-1-((R)-2-hydroxy-1-phenyl-ethyl)-pyrrolidin-2-yl]-propan-2-ol (136495-25-5) → Phenyl-[(S)-2-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-pyrrolidin-1-yl]-methanone (136495-39-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, HCOOH / 10percent Pd-C / methanol / 0.5 h / Ambient temperature

2: NEt₃ / CH₂Cl₂

With formic acid; hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1246/cl.1991.1425

Reference yield:

benzoyl chloride (98-88-4) + 1,1,1,3,3,3-Hexafluoro-2-(S)-pyrrolidin-2-yl-propan-2-ol → Phenyl-[(S)-2-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-pyrrolidin-1-yl]-methanone (136495-39-1)

Guidance literature:

With triethylamine; In dichloromethane; Yield given;

DOI:10.1246/cl.1991.1425

Reference yield: 85.0%

Phenyl-[(S)-2-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-pyrrolidin-1-yl]-methanone (136495-39-1) → 2-((S)-1-Benzyl-pyrrolidin-2-yl)-1,1,1,3,3,3-hexafluoro-propan-2-ol (136495-42-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

DOI:10.1246/cl.1991.1425

upstream raw materials:

benzoyl chloride

1,1,1,3,3,3-Hexafluoro-2-[(S)-1-((R)-2-hydroxy-1-phenyl-ethyl)-pyrrolidin-2-yl]-propan-2-ol

Downstream raw materials:

2-((S)-1-Benzyl-pyrrolidin-2-yl)-1,1,1,3,3,3-hexafluoro-propan-2-ol

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