Triethylamine → Dicyclohexylcarbodiimide

Participants

Reaction Steps

This compound was prepared in a manner similar to compound (15) in Example 2 using (Boc-Phe)2O instead of (Boc-Ala)2O. To the di-hydrochloride of compound (14) (100 mg), prepared as in Example 2, in DMF (5 mL) was added NEt3 (47 uL) followed by (Boc-Phe)2O, obtained from Boc-phenylalanine (0.18 g) and DCC (0.07 g). The reaction was stirred for 16 h at room temperature and evaporated to dryness. Flash chromatography on silica gel eluted with 60% EtOAc in n-hexane afforded the product as a mixture of isomers. TLC Rf 0.35 (silica, 60% EtOAc, n-hexane).

Provenance & Evidence