48149-72-0Relevant articles and documents
A facile synthesis of per-O-alkylated glycono-δ-lactones from per-O-alkylated glycopyranosides and a novel ring contraction for pyranoses
Goebel, Matthias,Nothofer, Heinz-Georg,Ross, Guenther,Ugi, Ivar
, p. 3123 - 3134 (1997)
A novel one-pot synthesis of a variety of O-peralkylated δ-aldonolactones 9 from their corresponding glycosides 1 is introduced. This facile procedure involves combining glycoside precursor, tin(IV) chloride and trimethylsilyl azide in methylene chloride
Anomeric alkylations and acylations of unprotected mono- and disaccharides mediated by pyridoneimine in aqueous solutions
Dey, Kalyan,Jayaraman, Narayanaswamy
supporting information, p. 2224 - 2227 (2022/02/17)
A site-specific deprotonation followed by alkylations and acylations of sugar hemiacetals to the corresponding alkyl glycosides and acylated sugars in aqueous solutions is disclosed herein. Pyridoneimine as a new base is developed to mediate the deprotonation of readily available sugar hemiacetals and further reactions with alkylation and acylation agents.
Carbon tetrachloride-free allylic halogenation-mediated glycosylations of allyl glycosides
Das, Anupama,Jayaraman, Narayanaswamy
, p. 9318 - 9325 (2021/11/13)
The allylic bromination of allyl glycosides is conducted using NBS/AIBN reagents in (EtO)2CO and PhCF3 solutions, without using CCl4 as a solvent. The activated mixed halo-allyl glycosides led to glycosylations, mediated by a triflate, in a latent-active
Preparation method of fondaparinux sodium disaccharide intermediate
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Paragraph 0053; 0054; 0055, (2020/02/19)
The invention discloses a preparation method of fondaparinux sodium disaccharide intermediate. 1-O-substituent sulfonyl-2,3-bis-O-benzyl-4,6-O-benzylidene-beta-D-glucopyranose directly reacts with 1,6-dehydrated-2-deoxy-2-azido-3-O-acetyl-beta-D-glucopyranose to prepare the fondaparinux sodium disaccharide intermediate as shown in a formula I; and meanwhile, the fondaparinux sodium intermediate asshown in the formula I can be used as a raw material to synthesize fondaparinux sodium intermediate as shown in a formula IV. The preparation method is simple and small in steps, the yield is high, the atomic utilization rate is high, the three wastes are small, and the preparation method is suitable for industrial large-scale production. Please see the description for the formula.