193957-70-9Relevant academic research and scientific papers
Role of the hydrophobic moiety of tumor promoters. Synthesis and activity of 2-alkylated benzolactams
Endo, Yasuyuki,Yokoyama, Akihiro
, p. 63 - 66 (2007/10/03)
The size and position of a hydrophobic moiety on a benzolactam skeleton, which reproduces the active conformation and biological activity of teleocidins, play an important role in the appearance of the activity. Compounds with alkyl groups of various sizes and shapes at the 2-position of benzolactam were synthesized. Structure-activity results indicate that a hydrophobic substituent at the C-2 position plays a critical role in the appearance of biological activities, as in the case of substitution at C-9.
Aldol reactions of ketal-protected tartrate ester enolates. Asymmetric syntheses and absolute stereochemical assignments of phospholipase A2 inhibitors cinatrin C1 and C3
Evans, David A.,Trotter, B. Wesley,Barrow, James C.
, p. 8779 - 8794 (2007/10/03)
An efficient approach to the syntheses of cinatrins C1 and C3 has been developed and used to establish the absolute configurations of these natural products. The construction of each molecule has been achieved in a five-step reaction sequence (overall yield 43% for cinatrin C1, 33% for cinatrin C3) from the di-tert-butyl ester of (R,R)-tartaric acid. The two contiguous, quaternary chiral centers in the cinatrin skeleton are constructed via a diastereoselective, titanium-mediated aldol coupling of a tartrate-derived silylketene acetal and an achiral α-ketoester. This bond construction proceeds with excellent diastereoselectivity for a variety of aldehyde and α-ketoester substrates.
