228862-99-5Relevant academic research and scientific papers
An efficient and green oxidation of vicinal diols to aldehydes using polymer-supported (diacetoxyiodo)benzene as the oxidant
Chen, Fen-Er,Xie, Bin,Zhang, Ping,Zhao, Jian-Feng,Wang, Hui,Zhao, Lei
, p. 619 - 622 (2007/10/03)
An operationally simple and clean oxidation of a variety of vicinal diols to aldehydes using polymer-supported (diacetoxyiodo)benzene (PSDIB) has been developed in high to excellent yields. Protecting groups such as OAc, OR, OBn, OBz and isopropylidene in the substrates were found to be stable under these reaction conditions. The regenerated PSDIB could be reused for the same reaction, affording oxidation products in high yield and purity. Georg Thieme Verlag Stuttgart.
Synthesis of C-(D-glycopyranosyl)ethylamines and C-(D-glycofuranosyl)methylamines as potential glycosidase inhibitors
Abdel-Rahman, Adel A.-H.,El Ashry, El Sayed H.,Schmidt, Richard R.
, p. 106 - 116 (2007/10/03)
The C-glucosyl aldehyde, 2-C-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)ethanal was prepared from the C-glucopyranosyl propene precursor by ozonolysis. Reductive amination of the C-glucosyl aldehyde and subsequent deprotection gave 1-anilino-2-C-(α-D-glucopyranosyl)ethane. The E and Z isomers of the oxime derivative, 1-C-(α-D-arabinofuranosyl)methanal oxime were prepared by treating their aldehyde precursor with hydroxylamine. Acetylation of the oxime, followed by catalytic hydrogenation and deprotection, gave the corresponding 1-C-(α-D-arabinofuranosyl)methylamine. Reductive amination of ethyl 2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanoside using aniline gave ethyl 5-anilino-5-deoxy-D-lyxo-furanoside. Inhibition studies with these compounds on β-D-glucosidase from sweet almond, using o-nitrophenyl D-glucopyranoside as substrate, were carried out. Copyright (C) 1999 Elsevier Science Ltd.
