Publikation: Asymmetric Synthesis of Alpha-Amino Acid Benzyl Esters via the Bisbenzyl Bislactim Ether of cyclo(-L-Val-Gly-)
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1993
Autor:innen
Groth, Ulrich
Schmeck, Carsten
Schöllkopf, Ulrich
Herausgeber:innen
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Published
Erschienen in
Liebigs Annalen der Chemie. 1993, 1993(3), pp. 321-323. ISSN 0170-2041. eISSN 1099-0690. Available under: doi: 10.1002/jlac.199319930153
Zusammenfassung
The diketopiperazine cyclo(-L-Val-Gly-) (1) can be 0-alkylated under mild acidic reaction conditions with the alkyl trichloroacetimidates 2 to the corresponding bisalkyl bislactim ethers. Alkylation of the bisbenzyl bislactim ether anion of cyclo(-L-Val-Gly-) 4 c with benzyl bromide and subsequent hydrolysis with aqueous trifluoroacetic acid afforded D-phenyl-alanine benzyl ester (8) with an enantiomeric excess of >95%.
Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
540 Chemie
Schlagwörter
Peptides, Amino acids, Trichloroacetimidates, Bislactim ether method
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ISO 690
GROTH, Ulrich, Carsten SCHMECK, Ulrich SCHÖLLKOPF, 1993. Asymmetric Synthesis of Alpha-Amino Acid Benzyl Esters via the Bisbenzyl Bislactim Ether of cyclo(-L-Val-Gly-). In: Liebigs Annalen der Chemie. 1993, 1993(3), pp. 321-323. ISSN 0170-2041. eISSN 1099-0690. Available under: doi: 10.1002/jlac.199319930153BibTex
@article{Groth1993Asymm-9926, year={1993}, doi={10.1002/jlac.199319930153}, title={Asymmetric Synthesis of Alpha-Amino Acid Benzyl Esters via the Bisbenzyl Bislactim Ether of cyclo(-L-Val-Gly-)}, number={3}, volume={1993}, issn={0170-2041}, journal={Liebigs Annalen der Chemie}, pages={321--323}, author={Groth, Ulrich and Schmeck, Carsten and Schöllkopf, Ulrich} }
RDF
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