24352-63-4Relevant academic research and scientific papers
Electrochemical synthesis of glycoconjugates from activated sterol derivatives
Tomkiel, Aneta M.,Kowalski, Jan,P?oszyńska, Jolanta,Siergiejczyk, Leszek,?otowski, Zenon,Sobkowiak, Andrzej,Morzycki, Jacek W.
, p. 60 - 67 (2014/03/21)
Several derivatives of cholesterol and other 3β-hydroxy- Δ5-steroids were prepared and tested as sterol donors in electrochemical reactions with sugar alcohols. The reactions afforded glycoconjugates with sugar linked to a steroid moiety by an ether bond. Readily available sterol diphenylphosphates yielding up to 54% of the desired glycoconjugate were found to be the best sterol donors.
B(C6F5)3 as a highly effective catalyst for the phosphoryl transfer reaction
Xue, Weihua,Zhang, Lifen
, p. 1797 - 1800 (2012/10/29)
The phosphoryl transfer reactions of diphenyl chlorophosphate with a wide range of alcohols were catalyzed by tris(pentafluorophenyl)boron [B(C 6F5)3], giving the corresponding phosphate esters in excellent yields. This me
Substitution- and elimination-free phosphorylation of functionalized alcohols catalyzed by oxidomolybdenum tetrachloride
Liu, Cheng-Yuan,Pawar, Vijay D.,Kao, Jun-Qi,Chen, Chien-Tien
experimental part, p. 188 - 194 (2010/07/03)
Among 14 oxidometallic species examined for catalytic phosphorylation of the tested alcohols, oxidomolybdenum tetrachloride (MoOCl4) was found to be the most efficient with a negligible background reaction mediated by triethylamine (Et3N). The new catalytic protocol can be applied to the chemoselective phosphorylations of primary, secondary and tertiary alcohols as well as the substitution-free phosphorylations of allylic, propargylic, and benzylic alcohols. Functionalized alcohols bearing acetonide, tetrahydropyranyl ether, tert-butyldimethylsilyl ether, or ester group are also amenable to the new catalytic protocol. The most difficult scenarios involve substitution-free phosphorylations of 1-phenylethanol and 1-(2-naphthyl)ethanol which can be effected in 95 and 90% yields, respectively. ESI-MS, IR, 1H, and 31P NMR spectroscopic analyses of the reaction progress suggest the intermediacy of an alkoxyoxidomolybdenum trichloride-triethylamine adduct such as [(RO)Mo(O)Cl3-Et3N] to be responsible for the catalytic turnover.
Fluoride-ion-mediated hydrolysis of phosphoric acid esters, amides, and phosphorous acid esters leading to phosphorofluoridic, phosphoramide fluoridic, and phosphonic acid monoester salts
Murai, Toshiaki,Takenaka, Tohru,Inaji, Shinsuke,Tonomura, Yusuke
supporting information; experimental part, p. 1198 - 1199 (2009/12/01)
Fluoride-ion-promoted hydrolysis of phosphoric acid esters and amides to give phosphorofluoridie and phosphoramide fluoridic acid monoester salts takes place upon treatment with a THF solution of TBAF, whereas a similar treatment of phosphorous acid ester
