Hydrochloric Acid → HCID 9874986, compound

Participants

Reaction Steps

A solution of 9-fluorenylmethyl N-succinimidyl carbonate (143 mg, 0.42 mmol) in DMF (1.60 mL) was added to a solution of 9 (135 mg, 0.278 mmol) in 9% Na2CO3 (655.9 mg, 0.557 mmol) at 0° C. and stirred at room temperature for 21 hours under argon. The pH was adjusted to 7.0 with 0.1 N HCl. The mixture was concentrated to an oil and purified by flash chromatography (CHCl3, then 95% CHCl3MeOH) to give 10 (115 mg, 58%) as a colorless oil: 1H NMR (19.2° C.) δ1.22-1.92 (m, 10 H), 3.08 (m, 2 H), 3.16-3.30 (m, 4 H), 4.12 (m, 1 H), 4.21 (t, 1 H, J=6.9), 4.30-4.45 (m, 2 H), 5.04(s, 2H), 5.08 (s, 2 H), 7.22-7.42 (m, 14 H), 7.66 (m, 2 H), 7.78 (d, 2 H, J=7.5); HRMS m/z calcd for C41H46N3O8 708.3285, found 708.3284. [δ]22D=+9.3°(c 1.00, CHCl3).

Provenance & Evidence