357400-86-3Relevant academic research and scientific papers
Pseudoenantiomeric oxetane δ-amino acid scaffolds derived from L-rhamnose and D-xylose: D/L-alanine-D-serine and glycine-L-serine dipeptide isosteres
Johnson, Stephen W.,Jenkinson, Sarah. F.,Angus, Donald,Jones, John H.,Watkin, David J.,Fleet, George W.J.
, p. 3263 - 3273 (2007/10/03)
A series of oxetane δ-amino acid scaffolds derived from L-rhamnose and D-xylose provide a new class of templated sugar amino acids (SAA), which can be considered as D/L-alanine-D-serine and glycine-L-serine dipeptide isosteres.
Oxetane cis- and trans-β-amino-acid scaffolds from l-rhamnose by efficient SN2 reactions in oxetane rings; Pseudoenantiomeric analogues of the antibiotic oxetin
Johnson, Stephen W.,Jenkinson, Sarah F.,Angus, Donald,Jones, John H.,Fleet, George W.J.,Taillefumier, Claude
, p. 2681 - 2686 (2007/10/03)
An efficient multigram ring contraction of a 1,4-lactone 2-O-triflate derived from l-rhamnose - with retention of configuration in the ring closure - is the key step in the preparation of a series of oxetanes, which are pseudoenantiomeric analogues of the
cis- and trans-3-Azido-oxetane-2-carboxylate scaffolds: Hexamers of oxetane cis-β-amino acids
Barker, Sarah F.,Angus, Donald,Taillefumier, Claude,Probert, Michael R.,Watkin, David J.,Watterson, Mark P.,Claridge, Timothy D.W.,Hungerford, Natasha L.,Fleet, George W.J.
, p. 4247 - 4250 (2007/10/03)
Efficient synthesis of both cis- and trans-3-azido-oxetane-2-carboxylates relies upon efficient nucleophilic displacements of 3-O-triflates of oxetanes by trifluoroacetate and azide. Such structures are scaffolds for incorporation of oxetane-β-amino acids into oligomers; the synthesis of a series of protected β-hexapeptides and the X-ray crystal structure of methyl 2,4-anhydro-6-deoxy-5-O-benzyl-L-altronate are reported.
