Hydrochloric Acid → HCID 51031005, compound

Participants

Reaction Steps

The HCl salt of N-(2-(2-(2-aminoethyl)-disulfanyl)-ethyl)-2-hydroxybenzamide (0.322 mmol) was taken up in DMF (5 mL) along with (R)-α-lipoic acid (TCI, 66 mg, 0.322 mmol) HATU (134 mg, 0.354 mmol) and DIEA (170 μL, 0.97 mmol). The resulting reaction mixture was stirred at room temperature for 4 h. It was then diluted with EtOAc (30 mL) and washed successively with water (3×5 mL) and brine. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. Purification by chromatography (CH2Cl2) afforded (S)—N-(2-(2-(2-(5-(1,2-dithiolan-3-yl)pentanamido)ethyl)disulfanyl)ethyl)-2-hydroxybenzamide (35 mg, 24%). Mass calculated for C19H28N2O3S4: 460.1. found: [M+H]+=461.

Provenance & Evidence