115704-95-5Relevant academic research and scientific papers
Regioselective Synthesis of Difluorinated C-Furanosides Involving a Debenzylative Cycloetherification
Delbrouck, Julien A.,Bochatay, Valentin N.,Tikad, Abdellatif,Vincent, Stéphane P.
supporting information, p. 5562 - 5566 (2019/08/01)
A highly regioselective synthesis of valuable gem-difluorinated C-furanosides from unprotected aldoses via a debenzylative cycloetherification (DBCE) reaction induced by diethylaminosulfur trifluoride is descibed. The scope and limitations of this DBCE reaction are described using a series of commercially available pentoses and hexoses to afford, without selective protection/deprotection sequences, the corresponding gem-difluorinated C-furanosides in moderate to good yields.
Efficient and regioselective synthesis of γ-lactone glycosides through a novel debenzylative cyclization reaction
Delbrouck, Julien A.,Tikad, Abdellatif,Vincent, Stéphane P.
supporting information, p. 9845 - 9848 (2018/09/10)
An efficient and regioselective approach for the construction of synthetically important γ-lactone glycosides is reported from unprotected aldoses through a new debenzylative lactonization (DBL) reaction. The scope and limitations of this DBL reaction are described starting from a series of commercially available hexoses (l-fucose, d-galactose, d-glucose) and pentoses (d-arabinose, d-ribose, d-lyxose, d-xylose) to afford the corresponding γ-lactones in good yields and without concomitant δ-lactone formation.
Dapagliflozin impurity synthesis method
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Paragraph 0004; 0021-0023, (2017/03/14)
The invention discloses a dapagliflozin impurity synthesis method. The synthesis method includes: using D-glucose as a raw material; subjecting the D-glucose to reactions of aldehyde group protection through ethanethiol, benzyl group adding, ethanethiol removal, condensation and benzyl group removal to obtain dapagliflozin impurities. A basis is provided for study of dapagliflozin related substances.
IMPROVED NUCLEOPHILIC DISPLACEMENTS IN N-METHYL PYRROLIDINONE AS A SOLVENT
Tyman, John,Ghorbanian, Shoreh,Muir, M.,Tychopoulous, Vasiliki,Bruce, Ian,Fisher, Ian
, p. 179 - 188 (2007/10/02)
The nucleophilic displacement reactions of 2- and 4-halogenonaphthalic-1,8-anhydrides and the N-imides, of 4,7-dichloroquinolines, the alkylation of lithio alkynes, the methylation of ethyl or methyl diacetylacetate and a variety of related reactions are greatly facilitated in N-methylpyrrolidinone as aprotic solvent.
Synthesis of Oligosaccharides Corresponding to the Common Polysaccharide Antigen of Group B Streptococci
Pozsgay, Vince,Jennings, Harold J.
, p. 4042 - 4052 (2007/10/02)
To facilitate mapping of the immunodominant region of the common polysaccharide antigen of group B streptococci, tetrasaccharide 1-O--α-rhamnopyranosyl>-D-glucitol (2) was synthesized in a stepwise fasion
SHORT SYNTHESIS OF C-ARYL-GLUCOPYRANOSIDES OF THE PAPULACANDIN TYPE
Schmidt, Richard R.,Frick, Wendelin
, p. 7163 - 7170 (2007/10/02)
The aryllithium species 5a-A and 5b-A generated via bromine/lithium exchange reaction, afforded with the per-O-benzylated D-glucose 6 the adducts 9a,b; subsequent oxidation furnished the corresponding ketones 10a,b.Compound 10a was also obtained from 5a-A
