Dicyclohexylcarbodiimide → HCID 21106018, compound

Participants

Reaction Steps

To a suspension of N-[(N-Boc)(N-methyl)-2-aminoethyl]-glycine methyl ester (0.9 g, 0.0037 mol) and DHBT-OH (0.65 g, 0.004 mol) in CH2Cl2 10 ml was added N-1-carboxymethylthymine (0.74 g, 0.04 mol) dissolved in DMF (6 ml). The solution was cooled in an ice bath and DCC (0.905, 0.049 mol) was added. The reaction mixture was stirred for 1 hour and the ice bath was removed. The reaction mixture was left for 16 hours at room temperature. The reaction mixture was filtered and washed twice with 1N KHSO4 (15 ml) and three times with NaHCO3 (15 ml), brine (10 ml) and water (10 ml) and dried with Na2SO4. The product was purified by column chromatography on silica gel with CH2Cl2/MeOH 95:5 eluent. The yield of the title compound was 55%.

Provenance & Evidence