Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis of 2-Acetamido-1, 6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose, a Useful Glycosyl Acceptor for 1, 4-Linked, N-Acetylglucosaminecontaining Oligosaccharides Synthesis
伊藤 嘉雄手島 節三
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キーワード: ^<13>C-NMR
ジャーナル フリー

1982 年 30 巻 9 号 p. 3383-3385

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抄録
A facile synthesis of the title compound (9) was achieved. Tritylation of 1, 6-anhydro-β-N-acetylglucosamine (4) with 3 molar equivalents of trityl chloride in pyridine at 85-90°C for 24 h afforded the corresponding 4-O-trityl ether (5) and 3-O-trityl ether (6) in 66.9 and 8.3% yields, respectively, after column chromatography. Benzylation of 5 followed by detritylation provided 9 via 3 steps from 4 in ca. 47% yield. Preparation of 2-acetamido-1, 6-anhydro-4-O-benzyl-2-deoxy-β-D-glucopyranose (10) from 6 was also carried out.
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© The Pharmaceutical Society of Japan
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