(S)-(1-benzylpyrrolidin-2-yl)bis(3,5-bis(trifluoromethyl)phenyl)methanol

Base Information

• Chemical Name: (S)-(1-benzylpyrrolidin-2-yl)bis(3,5-bis(trifluoromethyl)phenyl)methanol
• CAS No.: 1206166-84-8
• Molecular Formula: C₂₈H₂₁F₁₂NO
• Molecular Weight: 615.462
• Mol file: 1206166-84-8.mol

Synonyms:(S)-(1-benzylpyrrolidin-2-yl)bis(3,5-bis(trifluoromethyl)phenyl)methanol

Chemical Property of (S)-(1-benzylpyrrolidin-2-yl)bis(3,5-bis(trifluoromethyl)phenyl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (S)-(1-benzylpyrrolidin-2-yl)bis(3,5-bis(trifluoromethyl)phenyl)methanol

There total 3 articles about (S)-(1-benzylpyrrolidin-2-yl)bis(3,5-bis(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: 97.0%

3,6-bis(trifluoromethyl)bromobenzene (328-70-1) + N-benzyl-(S)-proline methyl ester (113304-84-0,127986-89-4) → (S)-(1-benzylpyrrolidin-2-yl)bis(3,5-bis(trifluoromethyl)phenyl)methanol (1206166-84-8)

Guidance literature:

3,6-bis(trifluoromethyl)bromobenzene; With iodine; magnesium; In tetrahydrofuran; at 65 ℃; for 1h;

N-benzyl-(S)-proline methyl ester; In tetrahydrofuran; for 1h;

DOI:10.1002/chem.201901304

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-(1-benzylpyrrolidin-2-yl)bis(3,5-bis(trifluoromethyl)phenyl)methanol (1206166-84-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / 3 h

2.1: triethylamine / dichloromethane / 0.08 h

2.2: 24 h

3.1: iodine; magnesium / tetrahydrofuran / 1 h / 65 °C

3.2: 1 h

With thionyl chloride; iodine; magnesium; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/chem.201901304

Reference yield:

methyl (2S)-pyrrolidine carboxylate (2577-48-2) → (S)-(1-benzylpyrrolidin-2-yl)bis(3,5-bis(trifluoromethyl)phenyl)methanol (1206166-84-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / diethyl ether / 24 h / 0 - 20 °C / Inert atmosphere

2.1: magnesium; iodine / tetrahydrofuran / 1 h / 50 °C / Inert atmosphere

2.2: 20 h / 20 °C / Inert atmosphere

With iodine; magnesium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether;

DOI:10.1002/anie.202012760

upstream raw materials:

L-proline

3,6-bis(trifluoromethyl)bromobenzene

N-benzyl-(S)-proline methyl ester

methyl (2S)-pyrrolidine carboxylate

Downstream raw materials:

(S)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol