Fomitskaya, Polina A.; Argunov, Dmitry A.; Tsvetkov, Yury E.; Lalov, Andrey V.; Ustyuzhanina, Nadezhda E.; Nifantiev, Nikolay E. published the artcile< Further Investigation of the 2-Azido-phenylselenylation of Glycals>, Recommanded Product: (2R,3R,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate, the main research area is oligosaccharide aminodeoxy sugar azidodeoxy bacterial synthon stereoselective azidophenylselenylation glycal; crystal structure azidophenylselenylation glycal mannopyranoside azidodeoxyseleno glycoside preparation acetoxyphenylselenylation.
Derivatives of 2-azido-2-deoxy sugars are widely applied as precursor of 2-amino-2-deoxy sugars in the synthesis of various oligosaccharides of bacterial, fungal and mammalian origin. Heterogeneous or homogeneous azidophenylselenylation (APS) of glycals, i. e., reaction of glycals with Ph2Se2, PhI(OAc)2 and NaN3 or TMSN3 as azide radical donors, is a straightforward way to Ph 2-azido-2-deoxy-1-selenoglycosides that can be directly used as glycosyl donors. However, heterogeneous APS is characterized by insufficient reproducibility and scalability. We have studied the effect of reaction conditions on the product distribution in heterogeneous APS of 3,4,6-tri-O-acetyl-D-galactal and found the conditions that enabled reliable preparation of crystalline Ph 2-azido-2-deoxy-1-seleno-α-D-galactopyranoside triacetate in yield of 58% on the 3.7 mmol scale. APS of 3,4,6-tri-O-acetyl-D-glucal under those conditions produced a ∼1 : 1 mixture of Ph 2-azido-2-deoxy-1-seleno-α-D-gluco- and mannopyranosides in total yield of 78%. Acetoxyphenylselenylation of differently protected galactals and 3,4,6-tri-O-acetyl-D-glucal under the action of Ph2Se2 and PhI(OAc)2 has been shown to be a convenient method for the synthesis of 1-O-acetyl-2-seleno-2-deoxy derivatives, valuable intermediates in chem. of 2-deoxysugars. 2-Seleno-2-deoxy sugars were characterized in detail by NMR data including 77Se chem. shifts and nJSe-H coupling constant values.
European Journal of Organic Chemistry published new progress about Crystal structure. 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Recommanded Product: (2R,3R,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics