Diisopropylethylamine → HCID 57661612, compound

Participants

Reaction Steps

5-(12-carboxydodecyl)-thiophene-2-carboxylic acid tert-butyl ester (31 mg, 0.0 78 mmol) was treated with TSTU (28.2 mg, 0.094 mmol) and DIPEA (0.016 mL, 0.094 mmol) in THF (1.3 mL) for 2½ hours at room temperature under nitrogen. The solvent was removed in vacuo and the mixture added NMP (1 mL) and H-Glu-OtBu (31.3 mg, 0.154 mmol) and DIPEA (0.027 mL). The mixture was stirred overnight at room temperature. The mixture was separated between diethyl ether (10 mL) and 10% aqueous NaHSO4 (2×10 mL) and the organic phase isolated and solvent removed in vacuo to give the crude (S)-2-[13-(5-tert-Butoxycarbonylthiophen-2-yl)-tridecanoylamino]-pentanedioic acid 1-tert-butyl ester which was subsequently in the next step without any further purification.

Provenance & Evidence