RING CONTRACTION IN THE FLUORINATION OF METHYL 2-O-BENZYL-3,6-DIDEOXY- AND METHYL 2,3-DI-O-BENZYL-6-DEOXY-α-D-HYXOPYRANOSIDES WITH DIETHYLAMINOSULFUR TRIFLUORIDE (DAST)

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概要

• 論文の詳細を見る

• Fluorination of methyl 2-O-benzyl-3,6-dideoxy-α-D-ribo- and α-D-arabino-hexo-pyranosides (1 and 4) with diethylaminosulfur trifluoride (DAST) yielded methyl 2-O-benzyl-3,5,6-trideoxy-5-fluoro-β-L-arabino- and β-L-ribo-hexofuranosides (3 and 6), respectively, along with the corresponding 4-deoxy-4-fluoro-α-D-hexopyranosides with retained configuration at C-4. The reaction of methyl 2,3-di-O-benzyl-6-deoxy-α-D-glucopyranoside (7) with DAST predominatly afforded methyl 2,3-di-O-benzyl-5,6-di-deoxy-5-fluoro-β-L-altrofuranoside (9).

• 公益社団法人日本薬学会の論文
• 1992-03-25

著者

• 森 陽子

  School of Nursing, Kitasato University

• 森島 直彦

  School of Nursing, Kitasato University

• 森 陽子

  School Of Nursing Kitasato University

• 森島 直彦

  School Of Nursing Kitasato University

関連論文

• Formation and Structures of (E)- and (Z)-3-O-Benzyl-5,6-dideoxy-1,2-O-isopropylidene-β-L-threo-hex-4-enofuranoses
• グリチルレチン酸β-配糖体の合成
• RING CONTRACTION IN THE FLUORINATION OF METHYL 2-O-BENZYL-3,6-DIDEOXY- AND METHYL 2,3-DI-O-BENZYL-6-DEOXY-α-D-HYXOPYRANOSIDES WITH DIETHYLAMINOSULFUR TRIFLUORIDE (DAST)
• FLUORINATION REACTIONS AT C-4 OF METHYL 2-O-BENZYL-3,6-DIDEOXYHEXOPYRANOSIDES WITH DIETHYLAMINOSULFUR TRIFLUORIDE (DAST) AND WITH TRIS(DIMETHYLAMINO)SULFONIUM DIFLUOROTRIMETHYLSILICATE (TASF)
• Ο-グリコシル化反応の最近の進歩

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