42822-27-5Relevant articles and documents
Introduction of 4-Chlorophenyl: A Protecting Group for the Hydroxy Function
Otsuka, Yuji,Yamamoto, Toshihiro,Fukase, Koichi
supporting information, p. 1510 - 1516 (2018/04/24)
4-Chlorophenyl ether was utilized as a new protecting group for the hydroxy function. This group was readily introduced to a sugar hydroxy group by using diaryliodonium triflate. Regioselective introduction of this protecting group at the vicinal cis -diol was achieved by using a copper catalyst and diaryliodonium triflate. This protecting group is stable under the Lewis acidic conditions of glycosylation, but it can be readily removed by the initial conversion into the corresponding 4-methoxyphenyl ether with use of a Pd catalyst, followed by oxidation with ammonium cerium (IV) nitrate [(NH 4) 2 Ce(NO 3) 6 ] (CAN).
SULFATED OLIGOSACCHARIDES FOR USE IN TREATMENT OF NEURODEGENERATIVE DISEASES
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Page/Page column 66, (2012/12/13)
Compounds which interact with HlsTONES Compounds of Formula I : ? 4"'-Sulfo-Fucose [alpha]1-3 (4"-sulfo)-Fucose [alpha]1-3 (4'-Sulfo-Fu- cose [alpha]1-4-Glucuronic acid [beta]1-0-Methyl or ? 4" "-Sulfo-Fucose [alpha]1-3 (4"-sulfo)-Fucose [alpha
Efficient synthetic route to ravidosamine derivatives
Hsu, Day-Shin,Matsumoto, Takashi,Suzuki, Keisuke
, p. 801 - 804 (2007/10/03)
Concise synthesis of ravidosamine, the amino sugar constituent of ravidomycin and other antibiotics, has been achieved. The key steps include (1) regioselective reduction of benzylidene acetal with DIBAL, and (2) stereoselective reduction of oxime to the
The use of a new magnesium-derived hydride reagent for carbohydrate derivatives
Szabovik,Medgyes,Antal,Varga,Knott,Liptak
, p. 1003 - 1009 (2007/10/03)
The magnesium hydride based reagent in THF solution is an excellent tool for the stereoselective reduction of different uloside derivatives. Sugar azides, sulfonyl esters give aminosugars and methylose derivatives without affecting other functionalities. Halogenated sugars or methylene derivatives are stable under these conditions. The reagent can be applied in the presence of a wide variety of blocking groups (acetals, benzyl and allyl ethers, imides, C=C bonds) generally used in the carbohydrate chemistry.
Application of glycals to the synthesis of oligosaccharides: Convergent total syntheses of the Lewis X trisaccharide sialyl Lewis X antigenic determinant and higher congeners
Danishefsky, Samuel J.,Gervay, Jacquelyn,Peterson, John M.,McDonald, Frank E.,Koseki, Koshi,Griffith, David A.,Oriyama, Takeshi,Marsden, Stephen P.
, p. 1940 - 1953 (2007/10/02)
Exploiting the differences in reactivity of the hydroxyl groups of glucal allows for rapid access to the sLex tetrasaccharide glycal. This compound is readily converted to the title compounds by azaglycosylation followed by deprotection. The us
Molecular recognition X. A novel procedure for the detection of the intermolecular hydrogen bonds present in a protein*oligosaccharide complex
Nikrad, P. V.,Beierbeck, H.,Lemieux, R. U.
, p. 241 - 253 (2007/10/02)
The relative potencies of both the monodeoxy and mono-O-methyl derivatives of the Leb-OMe tetrasaccharide (α-L-Fuc-(1->2)-β-D-Gal-(1->3)-4)>-β-D-GlcNAc-OMe) as inhibitors of the complexation of a Leb artifical antigen by
