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Tetrahydrofuran amino acids: Secondary structure in tetrameric and octameric carbopeptoids derived from a D-allo 5-(aminomethyl)tetrahydrofuran-2-carboxylic acid

Abstract:
The synthesis of a D-allo-5-(azidomethyl)tetrahydrofuran-2-carboxylate as an amino acid precursor (in which the carboxylic acid is cis to the azidomethyl substituent and trans to the diol moiety) is reported from D-ribose. The oligomerisation of this monomer to dimeric, tetrameric and octameric carbopeptoids is described. NMR studies into the solution structures of cyclohexylidene-protected oligomers and of a deprotected tetramer with eight free hydroxy groups are described. © The Royal Society of Chemistry 2000.
Publication status:
Published

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Publisher copy:
10.1039/b002996n

Authors


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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author


Journal:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 More from this journal
Issue:
21
Pages:
3666-3679
Publication date:
2000-01-01
DOI:
EISSN:
1364-5463
ISSN:
1470-4358


Language:
English
Pubs id:
pubs:37588
UUID:
uuid:77952a1c-852f-44c0-a076-a15329a9e07c
Local pid:
pubs:37588
Source identifiers:
37588
Deposit date:
2012-12-19

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