HCID 12888625, compound → HCID 12888627, compound

Participants

Reaction Steps

A solution of 2.2 g of Boc-Tyr-DAla-Phe-Met-NH2 in 20 ml of 10% anisole in trifluoroacetic acid (TFA) was stirred for 30 min. Evaporation of the solvent gave a residue which was dissolved in 20 ml of water:methanol:acetic acid (94:5:1) and applied to a column of Amberlite XAD-2 (44-74 μm, 2.7×60 cm). The sample was eluted at 6 ml/min with a convex gradient formed from 2 L of water:methanol:acetic acid (94:5:1) into which was fed methanol:water:acetic acid (50:49:1). Evaporation of the product peak gave a syrup which was dissolved in 100 ml of ethanol and diluted with 100 ml of ether to give 1.37 g (66%) of H-Tyr-DAla-Phe-Met-NH2.HOAc, m.p. 210°-211° C., [α]D25 =45.21° (c, 1.00 in 10% acetic acid).

Provenance & Evidence