Water → HCID 58503177, compound

Participants

Reaction Conditions

Reaction Steps

To a stirring solution of 4 (9.1 g, 4.76 mmol) in AcOH (19.8 mL) was added TFA (1.8 mL of a 3:1 TFA:water solution), and the reaction was heated at 40° C. for 45 min. Additional TFA (0.45 mL of a 3:1 TFA:water solution) was added and the reaction was heated for 1.5 hr. The reaction was then cooled to room temperature, diluted with EtOAc (200 mL) and washed with sat. aq. NaHCO3 (3×200 mL) and brine (200 mL). The organic layer was dried over Na2SO4, filtered and concentrated to dryness to yield compound 5 (8.7 g, 3.43 mmol), which was carried through to the next step without further purification. MS m/z calcd for C99H111N5O25Si2 (M+Na+) 1848.7. found 1848.3.

Provenance & Evidence