Uses
2-(Boc-amino)ethanthiol is used in the synthesis of several organic compounds including a novel, anisamide-targeted cyclodextrin nanoformulation for the delivery of siRNA to prostate cancer cells which is a potential therapeutic option. Also used in the synthesis of bifunctional azobenzene glycoconjugates for cysteine-based photosensitive cross-linking with bioactive peptides.
Synthesis
Synthesis of 2-(Boc-amino)ethanethiol: Cysteamine hydrochloride Ra-016 (2.0g, 44mmol) and Boc anhydride (3.5g, 16mmol) were dissolved in dichloromethane (20mL), and triethylamine (2.5mL, 18mmol) was slowly added in an ice-water bath, and the reaction was carried out for 16 hours after the addition and elevated to ambient temperature, and the organic phase was dried and spin-dried to obtain a colorless oil (2.7g, 95%), which was washed with 0.5N HCl and saturated sodium chloride. Wash with 0.5N HCl, saturated sodium chloride, the organic phase was dried and spun dry to obtain colorless oil (2.7g, yield 95%). The colorless oil obtained after NMR analysis was 2-tert-butoxycarbonylaminoethanethiol.
