(R)-bis(3,5-bis(trifluoroMethyl)phenyl)(pyrrolidin-2-yl)Methanol

Base Information

• Chemical Name: (R)-bis(3,5-bis(trifluoroMethyl)phenyl)(pyrrolidin-2-yl)Methanol
• CAS No.: 948595-00-4
• Molecular Formula: C21 H15F12NO
• Molecular Weight: 525.337
• Mol file: 948595-00-4.mol

Synonyms:(R)-alpha,alpha-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol; 2-Pyrrolidinemethanol,a,a-bis[3,5-bis(trifluoromethyl)phenyl]-,(2R)-; (R)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol

Chemical Property of (R)-bis(3,5-bis(trifluoroMethyl)phenyl)(pyrrolidin-2-yl)Methanol

Chemical Property:

• Melting Point: 113-117°C
• Boiling Point: 391.8±42.0 °C(Predicted)
• PKA: 12.26±0.29(Predicted)
• PSA: 32.26000
• Density: 1.465±0.06 g/cm3(Predicted)
• LogP: 7.07850
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-Bis(3,5-bis(Trifluoromethyl)phenyl)(pyrrolidin-2-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-bis(3,5-bis(trifluoroMethyl)phenyl)(pyrrolidin-2-yl)Methanol

There total 4 articles about (R)-bis(3,5-bis(trifluoroMethyl)phenyl)(pyrrolidin-2-yl)Methanol 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:

(7aR)-1,1-bis(3,5-bis(trifluoromethyl)phenyl)tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one (1146629-85-7) → (R)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol (948595-00-4)

Guidance literature:

With methanol; potassium hydroxide; at 65 ℃; for 22h; Inert atmosphere;

DOI:10.1021/ol900350k

Reference yield:

3,6-bis(trifluoromethyl)bromobenzene (328-70-1) → (R)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol (948595-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: isopropylmagnesium chloride / tetrahydrofuran / Inert atmosphere

2: potassium hydroxide / methanol / Heating; Inert atmosphere

With isopropylmagnesium chloride; potassium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1021/jacs.1c08756

Reference yield:

D-Prolin (344-25-2,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (R)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol (948595-00-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / Inert atmosphere

2: isopropylmagnesium chloride / tetrahydrofuran / Inert atmosphere

3: potassium hydroxide / methanol / Heating; Inert atmosphere

With isopropylmagnesium chloride; potassium carbonate; potassium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1021/jacs.1c08756

upstream raw materials:

(7aR)-1,1-bis(3,5-bis(trifluoromethyl)phenyl)tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one

1-ethyl methyl (2R)-pyrrolidine-1,2-dicarboxylate

3,6-bis(trifluoromethyl)bromobenzene

D-Prolin

Downstream raw materials:

(R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether

(R)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol (tert-butyl)dimethylsilyl ether

(2R)-2-(bis[3,5-bis(trifluoromethyl)phenyl][(triethylsilyl)oxy]methyl)pyrrolidine

Refernces

• 1、 -. "PROCESSES FOR PREPARING JAK INHIBITORS AND RELATED INTERMEDIATE COMPOUNDS". Page/Page column 67-68. . Retrieved 2010/08/07.