Total Synthesis of (−)‐Caprazamycin A

• 中村, 斐有

  Graduate School of Pharmaceutical Sciences, Kyoto University

• 塚野, 千尋

  Graduate School of Pharmaceutical Sciences, Kyoto University

• 安井, 基博

  Graduate School of Pharmaceutical Sciences, Kyoto University

• 竹本, 佳司

  Graduate School of Pharmaceutical Sciences, Kyoto University

• Igarashi, Masayuki

  Institute of Microbial Chemistry (BIKAKEN)

• Takemoto, Yoshiji

  Graduate School of Pharmaceutical Sciences, Kyoto University

書誌事項

タイトル別名

• Total Synthesis of (−)-Caprazamycin A

抄録

Caprazamycin A has significant antibacterial activity against Mycobacterium tuberculosis (TB). The first total synthesis is herein reported and features a) the scalable preparation of the syn‐β‐hydroxy amino acid with a thiourea‐catalyzed diastereoselective aldol reaction, b) construction of a diazepanone with an unstable fatty‐acid side chain, and c) global deprotection with hydrogenation. This report provides a route for the synthesis of related liponucleoside antibiotics with fatty‐acid side chains.

収録刊行物

• Angewandte Chemie

  Angewandte Chemie 127 (10), 3179-3182, 2015-03-02

  Wiley

キーワード

• Aldolreaktionen
• Antibiotika
• Naturstoffe
• Organokatalyse
• Totalsynthesen

詳細情報

• CRID: 1050564288162586752
• NII論文ID: 120005657916
• NII論文ID: 120006547380
• NII書誌ID: AA0052535X
• ISSN: 00448249
• ISSN: 15213773
• ISSN: 14337851
• DOI: 10.1002/anie.201411954
• HANDLE: 2433/235941
• HANDLE: 2433/200201
• Web Site: https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fanie.201411954
• Web Site: https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.201411954
• 本文言語コード: en
• 資料種別: journal article
• データソース種別:
  • IRDB
  • Crossref
  • CiNii Articles
  • KAKEN