1-Hydroxybenzotriazole → HCID 69211675, compound

Participants

Reaction Steps

To H-Asp (OtBu)-OtBu hydrochloride salt (28 mg, 0.10 mmol) in dry DMF (2 mL) was sequentially added at room temperature 2-(3-tritylsulfanyl-propyl)-succinic acid 4-tert-butyl ester (50 mg, 0.10 mmol), HOBt (14 mg, 0.10 mmol), PYBOP (56 mg, 0.11 mmol) and DIPEA (37 uL, 0.20 mmol). The usual aqueous work up yielded the title compound (62 mg, 86%) as a colorless residue: 1H NMR (CDCl3, 400 MHz) δ 7.41-7.38 (m, 6H), 7.29-7.25 (m, 6H), 6.60-6.57 (m, 1H), 4.68-4.56 (m, 1H), 3.18-3.14 (m, 2H), 2.89-2.80 (m, 1H), 2.74-2.52 (m, 2H), 2.43-2.36 (m, 1H), 2.32-2.19 (m, 1H), 2.12-2.07 (m, 2H), 1.83-1.80 (m, 2H), 1.60-1.53 (m, 1H), 1.45-1.40 (m, 27H); 13C DEPT) (CDCl3, 100 MHz) δ 129.4, 127.7, 126.4, 49.0, 48.7, 46.1, 42.5, 37.8, 37.6, 37.2, 31.6, 31.5, 29.6, 27.9, 27.8, 27.7, 26.3, 26.2, 26.0.

Provenance & Evidence