129729-51-7Relevant articles and documents
Dual-participation protecting group solves the anomeric stereocontrol problems in glycosylation reactions
Liu, Hui,Hansen, Thomas,Zhou, Si-Yu,Wen, Guo-En,Liu, Xu-Xue,Zhang, Qing-Ju,Codeé, Jeroen D. C.,Schmidt, Richard R.,Sun, Jian-Song
, p. 8713 - 8717 (2019/10/28)
The 2,2-dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) group permits, via robust neighboring group participation (NGP) or long distance participation (LDP) effects, the stereocontrolled 1,2-trans, 1,2-cis, as well as β-2,6-dideoxy glycosidic bond generation, while suppressing the undesired orthoester byproduct formation. The robust stereocontrol capability of the DMNPA is due to the dual-participation effect from both the ester functionality and the nitro group, verified by control reactions and DFT calculations and further corroborated by X-ray spectroscopy.
Glycosylation with 2-Acetamido-2-deoxyglycosyl Donors at a Low Temperature: Scope of the Non-Oxazoline Method
Arihara, Ryoichi,Kakita, Kosuke,Suzuki, Noritoshi,Nakamura, Seiichi,Hashimoto, Shunichi
, p. 4259 - 4277 (2015/05/13)
A direct construction of 1,2-trans-β-linked 2-acetamido-2-deoxyglycosides was investigated. The 3,4,6-tri-O-benzyl- and 3,4,6-tri-O-acetyl-protected glycosyl diethyl phosphites and 4,6-O-benzylidene-protected galactosyl diethyl phosphite each reacted with
H2so4-silica promoted direct formation of β-glycosides of N-Acetyl glycosylamines under microwave conditions
Mandai, Santanu,Sharma, Nayan,Mukhopadhyay, Balaram
experimental part, p. 3111 - 3114 (2010/03/03)
N-Acetyl glycosamines are important building blocks for the synthesis of biologically active oligosaccharides. This communication describes a simple direct protocol for the synthesis of βglycosides of N-acetyl glycosylamines from easily accessible perO-ac