cas 119580-41-5, 2(S)-2-TRIFLUOROMETHYLPYRROLIDINE | Articles data ｜lookchem

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119580-41-5

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(5S)-5-(trifluoromethyl)pyrrolidin-2-one as a promising building block for fluoroorganic chemistry
Pyroglutamic acid smoothly reacts with sulfur tetrafluoride at room temperature to afford enantiomerically pure (5S)-5-(trifluoromethyl)pyrrolidin- 2-one (92 % yield, >99 % ee). Representative one-step transformations of 1 provided both γ-(S)-trifluoromethyl GABA and (2S)-2-(trifluoromethyl) pyrrolidine on a multigram scale. Pyroglutamic acid smoothly reacts with sulfur tetrafluoride at room temperature to afford enantiomerically pure (5S)-5-(trifluoromethyl)pyrrolidin-2-one (1; 92 %yield, >99 % ee). Representative one-step transformations of 1 provided γ-(S)- trifluoromethyl GABA and (2S)-2-(trifluoromethyl)pyrrolidine on a multigram scale. Copyright
Bezdudny, Andrii V.,Alekseenko, Anatoliy N.,Mykhailiuk, Pavel K.,Manoilenko, Olga V.,Shishkin, Oleg V.,Pustovit, Yurii M.
p. 1782 - 1785
(2011)
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Deoxofluorination of Aliphatic Carboxylic Acids: A Route to Trifluoromethyl-Substituted Derivatives
A practical method for the synthesis of functionalized aliphatic trifluoromethyl-substituted derivatives from aliphatic acids is developed. The transformation proceeds with sulfur tetrafluoride in the presence of water as a key additive. Compared to previous methods, the reaction gives products with full retention of stereo- and absolute configuration of chiral centers.
Bugera, Maksym,Trofymchuk, Serhii,Tarasenko, Karen,Zaporozhets, Olga,Pustovit, Yurii,Mykhailiuk, Pavel K.
p. 16105 - 16115
(2019/12/24)

FLUORODEOXYGENATION OF PROLINE, OPTICALLY ACTIVE 2-TRIFLUOROMETHYLPYRROLIDINE, AND ITS CHROMOPHORIC DERIVATIVES
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Shustov, G. V.,Denisenko, S. N.,Chervin I. I.,Kostyanovskii, R. G.
p. 1422 - 1427
(2007/10/02)

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Chemical Properties

Melting Point: 29-33 °C
Boiling Point: 110-111掳C
Flash Point:73.3°C
Density: 1.682g/cm³
Storage Temp.:Keep Cold
Vapor Pressure: 60.3mmHg at 25°C
Refractive Index: 1.368
PKA: 7.86±0.10(Predicted)
Sensitive: Air Sensitive
PSA: 12.03000
LogP: 1.62950

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