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: tamura
ac.shoyaku.ac.jp
T. Suzuki, K. Tanaka III, Y. Hashimoto, N. Morita, O. Tamura, Synlett, 2020, 31, 899-902.
DOI: 10.1055/s-0039-1690856
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Abstract
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.
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Key Words
O-alkyl S-(pyridin-2-yl)carbonothiolates, protective groups, Fmoc protection, Boc protection, Cbz protection, carbamates, N-selective
ID: J72-Y2020
