Cyclic Sulfamidite as Simultaneous Protecting Group for Amino Alcohols: Development of a Mild Deprotection Protocol Using Thiophenol

Juri Sakata, Kazunari Akita, Manabu Sato, Masashi Shimomura, Hidetoshi Tokuyama

Research output: Contribution to journalArticlepeer-review

Abstract

This study describes the novel utility of cyclic sulfamidite as a simultaneous protecting group for 1,2- or 1,3-amino alcohols. An exceptionally mild and neutral condition for the removal of the cyclic sulfamidite was developed. The deprotection condition demonstrated a broad range of functional-group compatibility, including a substrate bearing a Z-enyne structure without any loss of double-bond stereochemistry.

Original languageEnglish
Pages (from-to)996-1000
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume68
Issue number10
DOIs
Publication statusPublished - 2020

Keywords

  • Amino alcohol
  • Cyclic sulfamidite
  • Deprotection
  • Protecting group
  • Protection

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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