HCID 59191713, compound → cis-1-Tert-butyl 3-methyl 2-(5-amino-2-(isopropylsulfonyl)phenyl)pyrrolidine-1,3-dicarboxylate

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Reaction Steps

To 10% palladium on carbon (1.3 g) was added 50F (5.7 g) in methanol (150 mL) and THF (50 mL) under a stream of nitrogen. The vessel was flushed and degassed with nitrogen gas (3×) and a balloon containing hydrogen gas was introduced. The reaction was stirred at rt for 4.0 h. The catalyst was filtered through Celite® and washed with methanol several times. The filtrate and the combined washings were evaporated and dried to give 5.5 g of 50G. 1H NMR (400 MHz, DMSO-d6, 100° C.) δ ppm 1.10 (d, J=6.60 Hz, 3H) 1.21-1.30 (m, 12H) 2.01-2.13 (m, 2H) 3.20 (s, 3H) 3.29-3.40 (m, 1H) 3.44-3.53 (m, 1H) 3.65 (ddd, J=10.17, 7.97, 5.50 Hz, 1H) 3.70-3.78 (m, 1H) 5.64 (d, J=8.25 Hz, 1H) 6.46-6.55 (m, 2H) 7.41 (d, J=7.70 Hz, 1H).

Provenance & Evidence