Water → HCID 89793961, compound

Participants

Reaction Steps

(R)-tert-butyl 2-(1-((tert-butoxycarbonyl)amino)propyl)-1H-pyrrole-3-carboxylate (505b, 4.58 g, 14.12 mmol) was dissolved in THF (40 mL) under nitrogen and cooled in an ice bath. Sodium tert-butoxide (1M in THF, 14.12 mL, 14.12 mmol) was added and the mixture stirred for 5 min. Toluene-4-sulfonyl chloride (2.69 g, 14.12 mmol) was added to the solution and the mixture was stirred at 0° C. for 30 min. Water (50 mL), and EtOAc (50 mL) were added to the reaction mixture and the organic layer was washed with brine and dried over MgSO4, filtered and concentrated affording crude (R)-tert-butyl 2-(1-aminopropyl)-1-tosyl-1H-pyrrole-3-carboxylate (505c) as an orange viscous oil. m/z (ESI, +ve) 501.2 (M+Na)+.

Provenance & Evidence