Triethylamine → HCID 13385132, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of Z-Lys(Z)OSu (1.50 g, 2.93 mmole) (see Chladek et al. Collect. Czechr. Chem. Commun. 33: 4299 (1968)) in tetrahydrofuran (15 ml), a solution of H-Ser-OMe-HCl (0.46 g, 2.93 mmole) in N,N'-dimethylformamide (10 ml) containing triethylamine (0.41 ml) was added with stirring at 0° C. The mixture was stirred at 0° C. for 2 hr. and at room temperature for 15 hr. After removal of the solvent, the residue was dissolved in three portions of ethyl acetate, which were washed successively with 1N citric acid, sat. NaHCO3 solution and sat. NaCl solution, and dried over Na2SO4. After evaporating, the residue was solidified by addition of ether and reprecipitated from methanol-ether to yield (IV) (1.19 g, 78.8%). RfI 0.88, RfII 0.86 mp 120°-121° C., [α]D29 -7.8 (C=1.03 methanol)

Provenance & Evidence