(S)-2-(4-METHOXYPHENYL)PYRROLIDINE

Base Information

• Chemical Name: (S)-2-(4-METHOXYPHENYL)PYRROLIDINE
• CAS No.: 1217825-97-2
• Molecular Formula: C11H15NO
• Molecular Weight: 177.246
• Mol file: 1217825-97-2.mol

Synonyms:(S)-2-(4-METHOXYPHENYL)PYRROLIDINE;1-((2S)PYRROLIDIN-2-YL)-4-METHOXYBENZENE

Chemical Property of (S)-2-(4-METHOXYPHENYL)PYRROLIDINE

Chemical Property:

• PSA: 21.26000
• LogP: 2.44850
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

95-99% ^*data from raw suppliers

(S)-2-(4-Methoxyphenyl)pyrrolidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(4-METHOXYPHENYL)PYRROLIDINE

There total 7 articles about (S)-2-(4-METHOXYPHENYL)PYRROLIDINE 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%

C11H15NO*ClH (1227798-73-3,1049740-97-7) → (S)-(–)-2-(4-methoxyphenyl)pyrrolidine (1217825-97-2,154777-21-6)

Guidance literature:

With sodium hydrogencarbonate; In diethyl ether; at 20 ℃; for 0.166667h; optical yield given as %ee;

DOI:10.1039/b925209f

Reference yield: 98.0%

tert-butyl (4-(4-methoxyphenyl)-4-oxobutyl)carbamate → (S)-(–)-2-(4-methoxyphenyl)pyrrolidine (1217825-97-2,154777-21-6)

Guidance literature:

tert-butyl (4-(4-methoxyphenyl)-4-oxobutyl)carbamate; With trifluoroacetic acid; In dichloromethane; for 3h; Inert atmosphere; Schlenk technique;

With 1,4-diaza-bicyclo[2.2.2]octane; titanium(IV) isopropylate; bis(1,5-cyclooctadiene)diiridium(I) dichloride; (2R)-1-[(1R)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-[bis[4-(trifluoromethyl)phenyl]phosphino]ferrocene; hydrogen; potassium iodide; In tetrahydrofuran; toluene; at 50 ℃; for 13h; under 38002.6 Torr; enantioselective reaction; Autoclave;

DOI:10.1055/s-0037-1611533

Reference yield:

2-(4-methoxyphenyl)-1-pyrroline (22217-80-7) → (S)-(–)-2-(4-methoxyphenyl)pyrrolidine (1217825-97-2,154777-21-6) + (R)-(+)-2-(4-methoxyphenyl)pyrrolidine (154777-21-6)

Guidance literature:

With C₂₇H₂₄F₃N₂O₃PS; benzo[1,3,2]dioxaborole; In tetrahydrofuran; at -30 ℃; Reagent/catalyst; Overall yield = >99 %; Optical yield = 74 %ee;

upstream raw materials:

C₁₁H₁₅NO*ClH

2-(4-methoxyphenyl)pyrrolidine

2-(4-methoxyphenyl)-1-pyrroline

1-bromo-4-methoxy-benzene

Refernces

• 1、 -. "CHIRAL CATALYST AND METHOD FOR ASYMMETRIC REDUCTION OF AN IMINE". Paragraph 00126; 00127. . Retrieved 2019/04/16.
• 2、 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.