The author of 《Catalytic asymmetric acetalization of carboxylic acids for access to chiral phthalidyl ester prodrugs》 were Liu, Yingguo; Chen, Qiao; Mou, Chengli; Pan, Lutai; Duan, Xiaoyong; Chen, Xingkuan; Chen, Hongzhong; Zhao, Yanli; Lu, Yunpeng; Jin, Zhichao; Chi, Yonggui Robin. And the article was published in Nature Communications in 2019. Product Details of 619-58-9 The author mentioned the following in the article:
Carboxylic acids are common moieties in medicines. They can be converted to phthalidyl esters as prodrugs. Unfortunately, phthalidyl esters are now mostly prepared in racemic forms. This is not desirable because the two enantiomers of phthalidyl esters likely have different pharmacol. effects. Here, the authors address the synthetic challenges in enantioselective modification of carboxylic acids via asym. acetalizations. The key reaction step involves asym. addition of a carboxylic acid to the catalyst-bound intermediate. This addition step enantioselectively constructs a chiral acetal unit that leads to optically enriched phthalidyl esters. A broad range of carboxylic acids react effectively under mild and transition metal-free conditions. Preliminary bioactivity studies show that the two enantiomers of chlorambucil phthalidyl esters exhibit different anti-cancer activities to inhibit the growth of Hela cells. Our catalytic strategy of asym. acetalizations of carboxylic acids shall benefit future development of chiral phthalidyl ester prodrugs and related mols. In addition to this study using 4-Iodobenzoic acid, there are many other studies that have used 4-Iodobenzoic acid(cas: 619-58-9Product Details of 619-58-9) was used in this study.
4-Iodobenzoic acid(cas: 619-58-9) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Product Details of 619-58-9 Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com