HCID 131712095, compound → HCID 131712096, compound

Participants

Reaction Steps

A solution of 2.47 g of Boc-Tyr-DAla-Phe-Methioninol in 20 ml of 10% anisole in TFA was stirred for 30 min and then evaporated to a syrup. The syrup was dissolved in 20 ml of methanol, water, acetic acid (50:49:1) and applied to an Amberlite XAD-2 column (44-74 μm, 2.7×60 cm). Elution of the sample at 5 ml/min with a linear gradient formed from 2 liters each of water:methanol:acetic acid (94:5:1) to methanol:water:acetic acid (94:5:1) gave a product peak which was evaporated to a syrup. The syrup was dissolved in 20 ml of isopropanol and diluted with 150 ml of ether to give 1.85 g (82%) of H-Tyr-DAla-Phe-Methioninol HOAc, m.p. 110°-120° C., [α]D25 =24.05° (C, 0.98, methanol).

Provenance & Evidence