Water → HCID 131714161, compound

Participants

Reaction Steps

A solution of H-Ala-Val-Asp(OtBu)-Thr(tBu)-Ser(tBu)-Ser(tBu)-Glu(OtBu)-OC6H5 0.708 mmol) in DMF (34 mL) was cooled to 0° and Boc-Ser(tBu)-Asp(OtBu)-Ala-OSu 510 mg, 0.85 mmol, 1.2 eq) added. Stirring proceeded at 0° for 30 min and 25° for 17 h while the pH was maintained at ~8 by addition of Et3N. Water (150 mL) was added with stirring and the product was collected by filtration and dried in vacuo. The solid was washed with CH3OH (2×20 mL) and dried in vacuo. Yield: 586 mg (53.3%); mp >250°; [α]D25 -23.06° (c 1, TFE); Rf 0.51 (CHCl3 :MeOH:AcOH; 80-2-0.4); Rf 0.72 (CHCl3 :MeOH:AcOH; 80-5-2). Anal. calc. for C76H131N10O23 (1552.93): C, 58.78; H, 8.50; N, 9.01. Found: C, 58.65; H, 8.32; N, 8.93.

Provenance & Evidence