(5S)-5-(trifluoroMethyl)-2-Pyrrolidinone

Base Information

• Chemical Name: (5S)-5-(trifluoroMethyl)-2-Pyrrolidinone
• CAS No.: 1287211-10-2
• Molecular Formula: C5H6F3NO
• Molecular Weight: 153.1024496
• Hs Code.: 2933998090
• Mol file: 1287211-10-2.mol

Synonyms:(5S)-5-(trifluoroMethyl)-2-Pyrrolidinone;5S)-5-(trifluoroMethyl) pyrrolidin-2-one;(5S)-5-(Trifluoromethyl)pyrrolidin-2-one 98%ee

Chemical Property of (5S)-5-(trifluoroMethyl)-2-Pyrrolidinone

Chemical Property:

• Melting Point: 98-105°C
• Boiling Point: 220.3±35.0 °C(Predicted)
• PKA: 14.16±0.40(Predicted)
• PSA: 29.10000
• Density: 1.339±0.06 g/cm3(Predicted)
• LogP: 1.15610
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(5S)-5-(Trifluoromethyl)pyrrolidin-2-one ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (5S)-5-(trifluoroMethyl)-2-Pyrrolidinone

There total 5 articles about (5S)-5-(trifluoroMethyl)-2-Pyrrolidinone 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%

L-Pyroglutamic acid (98-79-3) → (5S)-5-(trifluoromethyl)pyrrolidin-2-one (1287211-10-2,141519-28-0)

Guidance literature:

With sulfur tetrafluoride; hydrogen fluoride; at 20 ℃; for 20h; optical yield given as %ee; enantioselective reaction; Autoclave;

DOI:10.1002/ejoc.201001362

Reference yield: 62.0%

ethyl (S)-4-amino-5,5,5-trifluoropentanoate → (5S)-5-(trifluoromethyl)pyrrolidin-2-one (1287211-10-2,141519-28-0)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 4h; Inert atmosphere;

Reference yield: 38.0%

(S)-tert-butyl 2-(trifluoromethyl)pyrrolidine-1-carboxylate → (5S)-5-(trifluoromethyl)pyrrolidin-2-one (1287211-10-2,141519-28-0)

Guidance literature:

(S)-tert-butyl 2-(trifluoromethyl)pyrrolidine-1-carboxylate; With sodium periodate; rhodium(III) chloride hydrate; In water; ethyl acetate; for 14.5h;

With trifluoroacetic acid; In dichloromethane; for 0.75h; Inert atmosphere;

DOI:10.3762/bjoc.9.316

upstream raw materials:

L-Pyroglutamic acid

Downstream raw materials:

(S)-(+)-2-(trifluoromethyl)pyrrolidine

Refernces

• 1、 Bugera, Maksym,Trofymchuk, Serhii,Tarasenko, Karen,Zaporozhets, Olga,Pustovit, Yurii,Mykhailiuk, Pavel K.. "Deoxofluorination of Aliphatic Carboxylic Acids: A Route to Trifluoromethyl-Substituted Derivatives". . p. 16105 - 16115. Retrieved 2019/12/24.
• 2、 Bezdudny, Andrii V.,Alekseenko, Anatoliy N.,Mykhailiuk, Pavel K.,Manoilenko, Olga V.,Shishkin, Oleg V.,Pustovit, Yurii M.. "(5S)-5-(trifluoromethyl)pyrrolidin-2-one as a promising building block for fluoroorganic chemistry". supporting information; experimental part. p. 1782 - 1785. Retrieved 2011/05/03.