A solid-phase approach towards the development of 3-aza-6,8-dioxabicyclo[3.2.1]octane scaffolds

The development of new strategies for solid-phase synthesis of 3-aza-6,8-dioxabicyclo[3.2.1]octane scaffolds, named BTKa, is described. The preparation was made possible by the combination of three components: amines, alpha-halo-acetophenones, and sugar or tartaric acid derivatives. By anchoring eac...

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Bibliographic Details
Published in:Molecular diversity 2003, Vol.6 (3-4), p.245-250
Main Authors: Trabocchi, Andrea, Mancini, Francesco, Menchi, Gloria, Guarna, Antonio
Format: Article
Language:English
Subjects:
Acetophenones - chemistry
Acetophenones - metabolism
Alcohols - chemistry
Amines - chemistry
Amines - metabolism
Amino Alcohols - chemistry
Amino Alcohols - metabolism
Aza Compounds - chemical synthesis
Aza Compounds - chemistry
Esters - chemistry
Molecular Structure
Octanes - chemical synthesis
Octanes - chemistry
Peptides
Tartrates - chemistry
Tartrates - metabolism
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Summary:The development of new strategies for solid-phase synthesis of 3-aza-6,8-dioxabicyclo[3.2.1]octane scaffolds, named BTKa, is described. The preparation was made possible by the combination of three components: amines, alpha-halo-acetophenones, and sugar or tartaric acid derivatives. By anchoring each of the three components it was possible to synthesize BTKa compounds either as amino alcohols or amido esters. The compatibility of the protocols with different classes of amines and substituted alpha-halo-acetophenones was demonstrated.
ISSN:1381-1991
1573-501X
DOI:10.1023/B:MODI.0000006781.31594.c2