The First Chemical Synthesis of 6-Thio-D-fructopyranose via Methyl 6-Bromo-6-deoxy-1,3-O-isopropylidene-α-D-fructofuranoside as a Key Intermediate

• Hanaya, Tadashi

• Sato, Nobuaki

• Yamamoto, Hiroshi

書誌事項

タイトル別名

• First Chemical Synthesis of 6 Thio D fructopyranose via Methyl 6 Bromo 6 deoxy 1 3 O isopropylidene アルファ D fructofuranoside as a Key Intermediate

抄録

Selective bromination of sucrose, followed by acetalation with 2,2-dimethoxypropane in 1,4-dioxane in the presence of p-toluenesulfonic acid, afforded methyl 6-bromo-6-deoxy-1,3-O-isopropylidene-α-D-fructofuranoside (4). The first chemical synthesis of 6-thio-D-fructopyranose was accomplished from 4 through its 6-S-acetyl-6-thio derivative.

収録刊行物

• Heterocycles

  Heterocycles 71 (3), 517-522, 2007-04

  The Japan Institute of Heterocyclic Chemistry

キーワード

• Thiosugar
• D-Fructopyranose Analog
• Acetalization of Sucrose
• Selective Bromination
• D-Fructofuranoside

詳細情報

• CRID: 1050283687312827904
• NII論文ID: 120005848179
• NII書誌ID: AA00663739
• ISSN: 03855414
• NDL書誌ID: 8673993
• Web Site: https://ousar.lib.okayama-u.ac.jp/54530
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I8673993
• 本文言語コード: en
• 資料種別: journal article
• データソース種別:
  • IRDB
  • NDL
  • CiNii Articles