O-Alkyl S-(Pyridin-2-yl)carbonothiolates: Operationally Simple and Highly Nitrogen-Selective Reagents for Alkoxy Carbonylation of Amino Groups
Tomoyuki Suzuki, Kosaku Tanaka III, Yoshimitsu Hashimoto, Nobuyoshi Morita, Osamu Tamura*
*Showa Pharmaceutical University, Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan, Email: tamuraac.shoyaku.ac.jp
T. Suzuki, K. Tanaka III, Y. Hashimoto, N. Morita, O. Tamura, Synlett, 2020, 31, 899-902.
see article for more reactions
Amino groups are selectively protected in good yields by reaction with O-alkyl S-(pyridin-2-yl)carbonothiolates at room temperature in air. Even substrates with multiple hydroxyl groups such as glucosamine are selectively N-protected.
see article for more examples