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

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-gro...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 2020/10/01, Vol.68(10), pp.996-1000
Hauptverfasser: Sakata, Juri, Akita, Kazunari, Sato, Manabu, Shimomura, Masashi, Tokuyama, Hidetoshi
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Sprache:eng
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Zusammenfassung: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.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.c20-00531