(S)-2-O-TOLYLPYRROLIDINE

Base Information

• Chemical Name: (S)-2-O-TOLYLPYRROLIDINE
• CAS No.: 914299-82-4
• Molecular Formula: C₁₁H₁₅N
• Molecular Weight: 161.247
• Mol file: 914299-82-4.mol

Synonyms:(S)-2-O-TOLYLPYRROLIDINE;(2S)-2-(2-METHYLPHENYL)PYRROLIDINE

Chemical Property of (S)-2-O-TOLYLPYRROLIDINE

Chemical Property:

Purity/Quality:

99.00% ^*data from raw suppliers

Pyrrolidine,2-(2-methylphenyl)-,(2S)- 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-O-TOLYLPYRROLIDINE

There total 18 articles about (S)-2-O-TOLYLPYRROLIDINE 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: 99.0%

3,4-dihydro-5-(2-methylphenyl)-2H-pyrrole (121091-12-1) → C11H15N (914299-83-5,914299-82-4)

Guidance literature:

With C₂₇H₂₄F₃N₂O₃PS; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In tetrahydrofuran; at -30 ℃;

Reference yield: 99.0%

N-(3-chloropropyl)-(2-methylphenyl)methanimine → 2-(2-methylphenyl)pyrrolidine (129540-23-4,914299-83-5,914299-82-4)

Guidance literature:

With lithium; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1021/jo010419n

Reference yield: 94.0%

3,4-dihydro-5-(2-methylphenyl)-2H-pyrrole (121091-12-1) → (S)-(–)-2-(o-tolyl)pyrrolidine (914299-83-5,914299-82-4)

Guidance literature:

With C₂₆H₂₄N₂P⁽¹⁺⁾*CF₃O₃S^(1-); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In tetrahydrofuran; at -35 ℃; for 16h; enantioselective reaction; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.9b07293

upstream raw materials:

2-methylphenyl aldehyde

ortho-methylbenzoic acid

ethyl 2-methylbenzoate

3,4-dihydro-5-(2-methylphenyl)-2H-pyrrole

Refernces

• 1、 Chang, Mingxin,Guo, Haodong,Huang, Haizhou,Zhang, Tao,Zhao, Wenlei,Zhou, Huan. "Enantioselective Synthesis of 2-Substituted Pyrrolidines via Intramolecular Reductive Amination". . p. 2713 - 2719. Retrieved 2019/06/19.
• 2、 Lundrigan, Travis,Welsh, Erin N.,Hynes, Toren,Tien, Chieh-Hung,Adams, Matt R.,Roy, Kayelani R.,Robertson, Katherine N.,Speed, Alexander W. H.. "Enantioselective Imine Reduction Catalyzed by Phosphenium Ions". . p. 14083 - 14088. Retrieved 2019/10/11.