Title of article
Simple preparations of alkyl and cycloalkyl α-glycosides of maltose, cellobiose, and lactose
Author/Authors
Shinkiti Koto، نويسنده , , Motoko Hirooka، نويسنده , , Takako Tashiro، نويسنده , , Motokazu Sakashita، نويسنده , , Masaharu Hatachi، نويسنده , , Takayuki Kono، نويسنده , , Miho Shimizu، نويسنده , , Nahoko Yoshida، نويسنده , , Sayaka Kurasawa، نويسنده , , Natsuko Sakuma، نويسنده , , Sunao Sawazaki، نويسنده , , Akihiro Takeuchi، نويسنده , , Naomi Shoya، نويسنده , , Emi Nakamura، نويسنده ,
Issue Information
دوهفته نامه با شماره پیاپی سال 2004
Pages
10
From page
2415
To page
2424
Abstract
Alkyl, cycloalkyl, allyl, 4-pentenyl, and benzyl α-glycosides of maltose, cellobiose, and lactose were prepared (17–77% yield; α/β = 70/30–96/4) via a direct reaction of the free disaccharides with a binary AcBr–AcOH mixture, followed by glycosidation with alcohol using FeCl3 in MeNO2 or CH2Cl2, Zemplén deacetylation, and resolution of the anomeric mixture of glycosides by chromatography. Using MeCN as solvent for the glycosidation step, the corresponding β-biosides were also prepared (16–61% yield; α/β = 25/75–5/95).
Keywords
?-Glycosidation , Iron(III) chloride , Glycosyl bromide , Disaccharide
Journal title
Carbohydrate Research
Serial Year
2004
Journal title
Carbohydrate Research
Record number
964214
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