Synthesis of Amino‐Acid‐, Carbohydrate‐, Coumarin‐, and Biotin‐Labelled Oligo[(R)‐3‐Hydroxybutanoic Acids] (OHB)
@article{Fritz1998SynthesisOA, title={Synthesis of Amino‐Acid‐, Carbohydrate‐, Coumarin‐, and Biotin‐Labelled Oligo[(R)‐3‐Hydroxybutanoic Acids] (OHB)}, author={Monica G. Fritz and Dieter Seebach}, journal={Helvetica Chimica Acta}, year={1998}, volume={81}, pages={2414-2429} }
The benzyl esters 1 – 3 of oligo[(R)-3-hydroxybutanoic acids] (OHB) containing 2, 16, or 32 HB units were coupled at the hydroxy terminus with arginine (by esterification with carbodiimide), with glucose (by acetalization with glucosyl trichloroacetimidate), and with 7-(dimethylamino)coumarin-4-acetic acid and biotin (by amide formation through a glycine linker) to give, after deprotection(s), the corresponding `labelled' OHB acids 7 – 9, 12, 13, 25, 26, 33, and 34 (Schemes 1, 4, and 5). The…
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