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ChemicalBook CAS DataBase List (S)-2-(4-Fluorophenyl)pyrrolidine
298690-90-1

(S)-2-(4-Fluorophenyl)pyrrolidine synthesis

2synthesis methods
The mixture of tert-butyl (4-(4-fluorophenyl)-4-oxobutyl)carbamate (0.2 mmol) and trifluoroacetic acid (equiv) in CH2Cl2 was stirred under nitrogen for 3 h. After all the acid and solvent had been removed under vacuum, the obtained substance was transferred to a nitrogen-filled glovebox and dissolved in a mixed solvent of toluene/THF (5:1, 1 mL). Ti(OiPr)4 (0.24 mmol), DABCO (0.04 mmol), Ir-L9 (0.002 mmol) and KI (0.04 mmol) were added subsequently to the above solution. The total solution was made to 3.0 mL. The resulting vial was transferred to an autoclave, which was charged with 50 atm of H2, and stirred at 50 °C for 13 h. The solution was quenched with aqueous sodium bicarbonate solution. The organic phase was concentratedand the metal complex was removed by using a short silica plug to give the (S)-2-(4-Fluorophenyl)pyrrolidine.
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Yield:298690-90-1 78.4%

Reaction Conditions:

with hydrogenchloride;2,3,4,5,6-pentahydroxy-hexanal;nicotinamide adenine dinucleotide phosphate in aq. phosphate buffer;water;dimethyl sulfoxide at 30; pH=7; for 24 h;Enzymatic reaction;enantioselective reaction;

References:

Chen, Fei-Fei;Chen, Qi;Li, Bo-Bo;Xu, Jian-He;Zhang, Yu-Hui;Zheng, Gao-Wei;Zhou, Xin-Yi [Organic Letters,2020,vol. 22,# 9,p. 3367 - 3372] Location in patent:supporting information

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