Design and scalable synthesis of new chiral selectors. Part 1: Synthesis and characterization of a new constrained cyclopeptide from unnatural bulky amino acids
We describe the conception, synthesis, and characterization of a novel cyclopeptide designed for chiral recognition. The asymmetric units are built from an unnatural amino acid in the series of α-aryl-α-methyl glycine. Modifications of standard methods of peptide synthesis are described in order to improve yields and purities when applied to hindered amino acids. First set of experiments about host-guest ability of the obtained cyclopeptide is disclosed.
An efficient access to the enantiomers of α-methyl-4-carboxyphenylglycine via a hydantoin route using a practical variant of preferential crystallization. AS3PC (auto seeded programmed polythermic preferential crystallization)
The enantiomers are obtained in preparative amounts without a resolving agent via the following sequence: hydantoin synthesis, resolution by entrainment, and ring cleavage by means of hydrolysis in basic conditions. The new variant of preferential crystal
Ndzie,Cardinael,Schoofs,Coquerel
p. 2913 - 2920
(2007/10/03)
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