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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
913979-70-1

(S)-tert-butyl 2-(2,2,2-trifluoroacetyl)pyrrolidine-1-carboxylate synthesis

3synthesis methods
913979-68-7 Synthesis
(S)-tert-butyl 2-(2,2,2-trifluoro-1-hydroxyethyl)pyrrolidine-1-carboxylate

913979-68-7
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1-Pyrrolidinecarboxylic acid, 2-[2,2,2-trifluoro-1-[(trimethylsilyl)oxy]ethyl]-, 1,1-dimethylethyl ester, (2S)-

913979-69-8
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(S)-tert-butyl 2-(2,2,2-trifluoroacetyl)pyrrolidine-1-carboxylate

913979-70-1
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Yield:913979-70-1 45%

Reaction Conditions:

with Dess-Martin periodane;trifluoroacetic acid in dichloromethane at 20; for 17 h;

Steps:

130.B

The title compounds from Step A above (721 mg) in dichloromethane (5 ml) were added to Dess Martin periodinane (2.32 g) in dichloromethane (15 ml) with stirring. Trifluoroacetic acid (410 μ) was added drop wise and the turbid reaction mixture stirred for EPO 17 h at rt, after which it was directly coated on silica and purified by column chromatography (silica, cyclohexane/EtOAc 90:10 -> 80:20) to afford the title compound (301 mg, 45 %, [MH-BoC]+ = 168).

References:

WO2006/116157,2006,A2 Location in patent:Page/Page column 135-136

1-Pyrrolidinecarboxylic acid, 2-[(1R)-2,2,2-trifluoro-1-hydroxyethyl]-, 1,1-dimethylethyl ester, (2S)-

1032171-91-7
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(S)-tert-butyl 2-(2,2,2-trifluoroacetyl)pyrrolidine-1-carboxylate

913979-70-1
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References
69610-41-9 Synthesis
N-BOC-L-Prolinal

69610-41-9
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(S)-tert-butyl 2-(2,2,2-trifluoroacetyl)pyrrolidine-1-carboxylate

913979-70-1
14 suppliers
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References