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(S)-tert-butyl 3-(isopropylamino)pyrrolidine-1-carboxylate synthesis

2synthesis methods
1-Pyrrolidinecarboxylic acid, 3-[(1-methylethylidene)amino]-, 1,1-dimethylethyl ester, (3R)-

1061682-27-6
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Yield:849107-00-2 53%

Reaction Conditions:

with hydrogen;platinum oxide in methanol; for 18 h;

Steps:

2.G Method G: (R)-tert-butyl 3-(isopropylamino)pyrrolidine-1-carboxylate

Method G: (R)-tert-butyl 3-(isopropylamino)pyrrolidine-1-carboxylate Platinum oxide (60 mg) was added to a solution of (R)-tert-butyl 3-(propan-2-ylideneamino)pyrrolidine-1-carboxylate (600 mg, 2.65 mmol) in methanol (4 ml). The reaction was stirred for 18 hours under an atmosphere of hydrogen. The reaction mixture was filtered through a path of celite and washed with more methanol. The filtrate was concentrated in vacuo to afford an oil which solidified on standing (320 mg, 53% yield). 1H NMR (CDCl3, 400 MHz) δ 1.02 (6H, d), 1.38 (9H, s), 1.58-1.72 (2H, m), 2.02 (1H, m), 2.82 (1H, m), 3.08 (1H, m), 3.20 (1H, m), 3.35 (1H, m), 3.40-3.60 (2H, m).

References:

US2010/137305,2010,A1 Location in patent:Page/Page column 31