(S)-Pyrrolidin-2-ylbis(4-(trifluoromethyl)phenyl)methanol

Base Information

• Chemical Name: (S)-Pyrrolidin-2-ylbis(4-(trifluoromethyl)phenyl)methanol
• CAS No.: 131180-65-9
• Molecular Formula: C₁₉H₁₇F₆NO
• Molecular Weight: 389.34
• DSSTox Substance ID: DTXSID501180230
• Nikkaji Number: J1.391.966F
• Mol file: 131180-65-9.mol

Synonyms:131180-65-9;(S)-Pyrrolidin-2-ylbis(4-(trifluoromethyl)phenyl)methanol;2-Pyrrolidinemethanol,a,a-bis[4-(trifluoromethyl)phenyl]-,(2S)-;DTXSID501180230;CS-0085701

Chemical Property of (S)-Pyrrolidin-2-ylbis(4-(trifluoromethyl)phenyl)methanol

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 389.12143314
• Heavy Atom Count: 27
• Complexity: 455

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(NC1)C(C2=CC=C(C=C2)C(F)(F)F)(C3=CC=C(C=C3)C(F)(F)F)O
• Isomeric SMILES: C1C[C@H](NC1)C(C2=CC=C(C=C2)C(F)(F)F)(C3=CC=C(C=C3)C(F)(F)F)O

Technology Process of (S)-Pyrrolidin-2-ylbis(4-(trifluoromethyl)phenyl)methanol

There total 8 articles about (S)-Pyrrolidin-2-ylbis(4-(trifluoromethyl)phenyl)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: 92.0%

2-[bis(4-trifluoromethylphenyl)hydroxymethyl]pyrrolidine-1-carboxylic acid ethyl ester (1187560-75-3) → (S)-α,α-Bis(4-(trifluoromethyl)phenyl)-2-pyrrolidinemethanol (131180-65-9)

Guidance literature:

With potassium hydroxide; In methanol; for 5h; Reflux;

DOI:10.1039/b908967e

Reference yield: 91.0%

N-benzyl-(S)-bis[4-(trifluoromethyl)phenyl](pyrrolidin-2-yl)methanol → (S)-α,α-Bis(4-(trifluoromethyl)phenyl)-2-pyrrolidinemethanol (131180-65-9)

Guidance literature:

With hydrogen; acetic acid; palladium dihydroxide; In methanol; dichloromethane; at 20 ℃; under 760 Torr;

DOI:10.1021/ja028666b

Reference yield: 45.6%

4-(trifluoromethyl)phenylmagnesium bromide (402-51-7) + (S)-proline-N-carboxyanhydride (45736-33-2) → (S)-α,α-Bis(4-(trifluoromethyl)phenyl)-2-pyrrolidinemethanol (131180-65-9)

Guidance literature:

In tetrahydrofuran;

DOI:10.1021/jo00002a049

upstream raw materials:

4-(trifluoromethyl)phenylmagnesium bromide

(S)-proline-N-carboxyanhydride

p-trifluoromethylphenyl bromide

N-benzyl-L-proline ethyl ester

Downstream raw materials:

C₃₄H₃₉F₆NO₂