166544-95-2Relevant articles and documents
A mild and efficient THP protection of indazoles and benzyl alcohols in water
Zhan, Yang,Ding, Xiao,Wang, Hailong,Yu, Haihua,Ren, Feng
supporting information, p. 2150 - 2153 (2018/05/08)
A mild and efficient method for THP protection of indazoles and benzyl alcohols has been developed in water, the most environmentally friendly solvent, in which Tween 20 (2% w/w) was added to form aqueous micelles to increase the solubility of starting materials. This aqueous protocol allowed the reaction to proceed smoothly at room temperature and with only 1.2 equiv of DHP, providing moderate to good yields of THP protected products for a wide scope of substrates. In addition, the methodology was highly practical in the large-scale synthesis (1 g synthesis of 2c as an example), wherein the convenient work-up and purification procedure (simple filtration) made the protocol even more attractive.
Inhibition of secreted phospholipase A2. 4-Glycerol derivatives of 4,5-dihydro-3-(4-tetradecyloxybenzyl)-1,2,4-4H-oxadiazol-5-one with broad activities
Touaibia, Mohamed,Djimdé, Atimé,Cao, Fei,Boilard, Eric,Bezzine, Sofiane,Lambeau, Gérard,Redeuilh, Catherine,Lamouri, Aazdine,Massicot, France,Chau, Fran?ois,Dong, Chang-Zhi,Heymans, Fran?oise
, p. 1618 - 1626 (2008/02/02)
Secreted phospholipases A2 (sPLA2s) have been reported to play an important role in various inflammatory conditions and thus represent an attractive therapeutic target. Previous SAR studies from our laboratory have revealed certain important features of our recently discovered specific hGIIA sPLA2 inhibitors, and we report here the synthesis and biological activities of glycerol-containing derivatives of our lead compound III (Figure 1). Efficient and selective synthesis methods have been developed to make glycerol trisubstituted by different groups on desired positions. In terms of biological activities, the best compounds (A3, A6, and A15) are more active than III (Figure 1), as potent as Me-Indoxam, an sPLA2s inhibitor of reference, against hGIIA, hGV, and hGX sPLA2s and at least 10 times less active toward the GIB enzymes in two in vitro assay systems. By synthesis of enantiopure (S)-A6, we demonstrated that no important improvement of the inhibitory potency could be achieved by this approach. Furthermore, the results show that the global lipophilicity is likely responsible for the anti-PLA 2 activity and two oxadiazolone moieties seem too big to be accommodated by the active site of the hGIIA enzyme.
Chemoselective tetrahydropyranylation of alcohols and their detetrahydropyranylation using silicasulphuric acid as a reusable catalyst
Pore,Desai, Uday V.,Mane,Wadgaonkar
, p. 2135 - 2142 (2007/10/03)
A simple, mild, and efficient protocol for chemoselective protection of alcohols over phenols as tetrahydropyranyl ethers and their deprotection using silicasulphuric acid as a reusable solid acid catalyst is described.
