129460-09-9Relevant articles and documents
Application of tert-Butyl Disulfide-Protected Amino Acids for the Fmoc Solid-Phase Synthesis of Lactam Cyclic Peptides under Mild Metal-Free Conditions
Chen, Junyou,Cui, Tingting,Sun, Shuaishuai,Guo, Yanyan,Chen, Jingnan,Wang, Jun,Bierer, Donald,Li, Yi-Ming
, p. 8610 - 8619 (2021)
Lactam cyclic peptides are a class of interesting and pharmaceutically active molecules, but their previous syntheses have required the use of heavy metals and/or forcing conditions. Here, we describe the efficient application of the previously reported tert-butyl disulfide-protected amino acids and their use in the efficient, solid-phase synthesis of a series of lactam cyclic peptides under mild, metal-free conditions.
Highly reactive and chemoselective cleavage of allyl esters using an air- and moisture-stable [CpRu(IV)(π-C3H5)(2-quinolinecarboxylato)]PF6 catalyst
Tanaka, Shinji,Saburi, Hajime,Murase, Takanori,Ishibashi, Yoshitaka,Kitamura, Masato
, p. 295 - 298 (2008/02/03)
A new catalytic process for allyl ester cleavage has been developed by using a robust cationic CpRu(IV) π-allyl complex of 2-quinolinecarboxylic acid that can be stored for over six months in air without any loss of catalytic activity. The deprotection of various alcohols and acids can be attained simply with high reactivity and chemoselectivity under mild conditions. Furthermore, with continuous removal of the low-boiling point coproduct, a turnover number of 1 000 000 can be achieved.
(P(C6H5)3)CpRu+-catalyzed deprotection of allyl carboxylic esters
Kitamura, Masato,Tanaka, Shinji,Yoshimura, Masahiro
, p. 4975 - 4977 (2007/10/03)
A new and efficient catalytic method for deprotection of allyl carboxylic esters using a transition metal complex is reported. The reaction proceeds with a high substrate/catalyst ratio and without use of additional nucleophiles, giving the deprotected carboxylic acid in a quantitative yield. A variety of substrates, including the multifunctional amino acids and peptides, are also usable. The new method is more efficient, safe, and operationally simple in comparison to the conventional palladium-catalyzed method.
