14645-49-9Relevant articles and documents
A novel route for the synthesis of fluorodeoxy sugars and nucleosides
Mikhailopulo, Igor A.,Sivets, Grigorii G.,Khripach, Natalia B.
, p. 689 - 690 (1999)
Ring-fluorination of α- and β-D-pentofuranosides containing free secondary hydroxyl groups by (diethylamino)sulfur trifluoride (DAST) was studied.
Fluoroglycolactone synthesis method
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, (2022/03/27)
The invention discloses a synthesis method of fluoro sugar lactone. According to the method, D-xylose is taken as a starting raw material, hydroxyl is protected to synthesize a lactonide compound intermediate, and then the fluoroglycolactone is obtained through the steps of stereo conversion of sugar cyclic alcohol, benzyl addition, methyl glycoside removal, hydroxyl oxidation and the like. The raw materials adopted by the synthesis method are simple, cheap and easy to obtain, each synthesis step is mild in condition, the treatment process is simple, the yield is relatively high, and new raw materials and synthesis ways are provided for design of fluorine-containing bioactive molecules.
Methyl-α-D-2-selenonyl Pent-2-enofuranoside: A Reactive Selenosugar for the Diversity Oriented Synthesis of Enantiomerically Pure Heterocycles, Carbocycles, and Isonucleosides
Bhaumik, Atanu,Pathak, Tanmaya
, p. 11057 - 11064 (2015/11/18)
The construction of vinyl selenone on a furanoside led to a highly reactive synthetic intermediate methyl-α-d-2-selenonyl pent-2-enofuranoside composed of a masked aldehyde, an electron-deficient double bond along with an excellent leaving group. This new
Studies on the regioselective reductive ringcleavage reactions of 3,5-O-arylidene-D-xylofuranosides
Hsu, Ching-Yun,Chen, Chia-Chun
, p. 2349 - 2363 (2007/10/03)
Reductive ring cleavage of 3,5-O-arylidene-D-xylofuranosides using LiAlH4-AlCl3 and NaBH3CN-BF3 proceeded regioselectively to provide secondary alcohol as the major product. The effect of the substitutents on th
A novel route for the synthesis of deoxy fluoro sugars and nucleosides
Mikhailopulo, Igor A.,Sivets, Grigorii G.
, p. 2052 - 2065 (2007/10/03)
The reaction of (diethylamino)sulfur trifluoride (DAST) with methyl 5-O- benzoyl-β-D-xylofuranoside (1) followed by column chromatography afforded the riboside 2 (62%) and the ribo-epoxide 3 (18%) (Scheme 1). Under similar reaction conditions, the α-D-ano
Synthesis of derivatives of methyl 3-deoxy-3-C-formyl-α-D-arabino-pentofuranoside
Benefice-Malouet,Coe,Walker
, p. 293 - 305 (2007/10/02)
Methyl 2,3-anhydro-α-D-lyxofuranoside and some 5-substituted derivatives react with 2-lithio-1,3-dithiane and phenylthiomethyl-lithium at both positions of the epoxide ring, but mainly at C-3. The ratio of the adducts is affected by the nature of the 5-su
Synthesis and antiviral and cytostatic properties of 3'-deoxy-3'-fluoro- and 2'-azido-3'-fluoro-2',3'-dideoxy-D-ribofuranosides of natural heterocyclic bases
Mikhailopulo,Poopeiko,Pricota,Sivets,Kvasyuk,Balzarini,De Clercq
, p. 2195 - 2202 (2007/10/02)
A series of 3'-deoxy-3'-fluoro- and 2'-azido-2',3'-dideoxy-3'-fluoro-D-ribofuranosides of natural heterocyclic bases have been synthesized with the use of universal carbohydrate precursors, viz., 1-O-acetyl-2,5-di-O-benzoyl-3-deoxy-3-fluoro-D-ribofuranose