PMC:7571312 / 84043-84756 JSONTXT

{"target":"https://pubannotation.org/docs/sourcedb/PMC/sourceid/7571312","sourcedb":"PMC","sourceid":"7571312","source_url":"https://www.ncbi.nlm.nih.gov/pmc/7571312","text":"Following the procedure described for the preparation of tert-butyl [(1S)-2-[((1S)-3-(benzyloxy)-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)amino]-1-(cyclohexylmethyl)-2-oxoethyl]carbamate but substituting Boc-N-methyl-Leu and making noncritical variations provided a crude brown oil. This material was purified by Biotage flash chromatography, eluting with methanol/dichloromethane to afford the title compound (123 mg, 47%) as a yellow gum. 1H NMR (400 MHz, CDCl3) δ 7.22–7.33 (m, 5H), 5.76 (bd, 1H), 4.73 (s, 1H), 4.46–4.59 (m, 2H), 4.08–4.27 (m, 2H), 3.14–3.28 (m, 2H), 2.68 (s, 3H), 2.16–2.38 (m, 2H), 1.88–2.00 (m, 1H), 1.56–1.86 (m, 5H), 1.41 (s, 9H), 0.94 (d, J = 8 Hz, 3H), 0.89 (d, J = 8 Hz, 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