Diisopropylethylamine → HCID 86746935, compound

Participants

Reaction Steps

Hydroxybenzotriazole (120 mg, 0.784 mmol), diisopropylethylamine (127 μl, 0.728 mmol) and 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride (150 mg, 0.784 mmol) were sequentially added to a solution of the title A compound obtained from the previous reaction and the title B compound from Example 17 (176.7 mg, 0.672 mmol) in 3 ml dimethylformamide at 0°. The reaction mixture was warmed and stirred at room temperature for 72 hours after which it was concentrated, then treated with 20 ml pH=4.01 buffer and extracted with ethyl acetate (3×30 ml). Drying and concentration followed by chromatographic purification of the crude product gave 146 mg 52.7%) pure title compound lsomer B, m.p. 188°-207°, [α]D =-71.7° (c=0.545, CH3OH) which was characterized by MS, IR, 1H NMR, 13C NMR and 31P NMR [56.0 ppm w.r.t H3PO4 as external reference, CDCl3, 36.4 MHz].

Provenance & Evidence