Sodium Hydroxide → HCID 178462158, compound

Participants

Reaction Steps

0.3 g of BOC-Thr(But)-Ala-Asp(OBut)-Cys-Pro-Arg(Mtr)-Asn(Trt)-Pro-His(Trt)-Lys(Boc)-Gly-Pro-Ala-Thr(But)-OMe (SEQ ID NO:111) is dissolved in 30 ml of methanol; 1.5 ml of 2N NaOH solution are added and the mixture is stirred at 250 for 4 hours. After removal of the solvent, the residue is taken up in water, the pH is adjusted to 3 by adding diluted HCI, and the product is extracted with ethyl acetate. The extract is dried over Na2 SO4. After removal of the solvent, BOC-Thr(But)-Ala-Asp(OBut)-Cys-Pro-Arg(Mtr)-Asn(Trt)-Pro-His(Trt)-Lys(Boc)-Gly-Pro-Ala-Thr(But)-OH (SEQ ID NO:112) is obtained, which is taken up in 20 ml of 2N Hcl in dioxane and stirred at room temperature for 2 hours. The reaction mixture is concentrated to dryness and the residue is taken up in TFA/CH2Cl2, precipitated with Et2O and purified by RP-H PLC, to give H-Thr-Ala-Asp-Cys-Pro-Arg-Asn-Pro-His-Lys-Gly-Pro-Ala-Thr-OH (SEQ ID NO:113); Rt=12.6; M+ =1465.

Provenance & Evidence