Synthesis of a protected derivative of (2R,3R)-β-hydroxyaspartic acid suitable for Fmoc-based solid phase synthesis
2013
France, Boyaud | Bruno, Viguier | Nicolas, Inguimbert
Synthesis of d-threo-hydroxyaspartic acid, orthogonally protected and compatible with an Fmoc solid-phase peptide synthesis strategy is reported. This synthetic procedure starting from (2R,3R)-dimethyltartrate is adaptable to a multi-gram scale. 2,2-Dimethyl-5-oxo-1,3-dioxazolane formation between the β-hydroxy alcohol and the β-carboxylic functions constitutes a key step of the differentiation of the two acidic functions allowing the preparation of (2R,3R)-Fmoc-β-hydroxyaspartic α-allyl ester.
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书目信息
出版者
Elsevier Ltd
其它主题
Fmoc spps; Β-hydroxy-aspartic acid; Lipopeptides; Non-ribosomal amino acids; Cyclic sulphate
语言
英语
类型
Journal Article; Text
2024-02-28
MODS