86-MM3372.23-0100 - l-valinol | 2026-48-4

<p>L-(+)-Valinol reacts with aldehydes and nitriles to form imines and oxazolines, respectively, for asymmetric synthesis. It is also used for preparation of 4-isopropyloxazolidinones, employed in stereocontrolled aldol and alkylation reactions, synthesis of chiral 2-thiazolidinethiones for aldol react</p>

<p>L-Valinol is a model system that is used to study the reaction of aziridines with oxygen nucleophiles. It has been shown that this reaction proceeds through the formation of an intermediate, hydrogen tartrate, followed by a second step with nitrogen atoms as the nucleophile and alcohol residue as the substrate. The use of L-valinol in asymmetric synthesis was also demonstrated. In this process, amides were obtained with high enantioselectivity by reacting L-valinol with amines in acidic conditions. This synthetic pathway was found to be synergic with other reactions, such as nitroolefination and benzoylation.</p>

<p>M03447 - L-Valinol</p>

<p>Applications L-Valinol is used as a reagent in the synthesis of simple 1,3-thiazolidine-2-thione derivatives which can exhibit fungicidal activity. L-Valinol is also used as a reagent in the synthesis of small-molecule inhibitors of MDM2-p53 protein-protein interaction (MDM2 inhibitors) in clinical trials for the treatment of cancer.<br>References Chen, N., et al.: Phosphorus Sulfur, 190, 112 (2015); Zhao, Y., et al.: J. Med. Chem., 58, 1038 (2015)<br></p>