✦ LIBER ✦

Synthesis of Enantiomerically Pure Amino Acids Containing 2,5-Disubstituted THF Rings in the Molecular Backbone

✍ Scribed by Anna Schrey; Frank Osterkamp; Alrun Straudi; Corry Rickert; Holger Wagner; Ulrich Koert; Bernhard Herrschaft; Klaus Harms

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 783 KB
Volume: 1999
Category: Article
ISSN: 1434-193X
DOI: 10.1002/(sici)1099-0690(199911)1999:11<2977::aid-ejoc2977>3.0.co;2-3

No coin nor oath required. For personal study only.

✦ Synopsis

Keywords: β-Turn mimetic / Conformational analysis / Synthesis design / Tetrahydrofuran / THF amino acid N-and C-protected derivatives of 2,5-disubstituted trans-alcohols 11 and 12, which were further transformed into the corresponding N-and C-protected 2,5-disubstituted trans-and cis-THF amino acids 6 and 7 were prepared in enantiomerically pure form from L-alanine. Felkin-Anh-and cis-THF amino acids. Conformational studies show that the cis-THF diamide 34 is a β-turn mimetic in the solid state controlled reduction of the ketone 9 was achieved with a 85:15 diastereoselectivity. Epoxidation of 10 and subsequent and in CDCl 3 solution. intramolecular epoxide opening gave the trans-and cis-THF

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of Enanti

ChemInform Abstract: Synthesis of Enantiomerically Pure Amino Acids Containing 2,5-Disubstituted THF Rings in the Molecular Backbone.

✍ Anna Schrey; Frank Osterkamp; Alrun Straudi; Corry Rickert; Holger Wagner; Ulric 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 38 KB 👁 1 views

Nucleic-Acid Analogs with Restricted Con

Nucleic-Acid Analogs with Restricted Conformational Flexibility in the Sugar-Phosphate Backbone (`Bicyclo-DNA'), Part 7, Synthesis and Properties of Oligodeoxynucleotides Containing [(3′S,5′S,6′R)-6′-Amino-2′-deoxy-3′,5′-ethano-β-D-ribofuranosyl]thymine (=(6′R)-6′-Amino-bicyclo-thymidine)

✍ Roland Meier; Sabine Grüschow; Christian Leumann 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 German ⚖ 222 KB 👁 2 views

ChemInform Abstract: Nucleic-Acid Analog

ChemInform Abstract: Nucleic-Acid Analogues with Restricted Conformational Flexibility in the Sugar-Phosphate Backbone (“Bicyclo-DNA”). Part 7. Synthesis and Properties of Oligodeoxynucleotides Containing [(3′S,5′S,6′R)-6′-Amino-2′-deoxy-3′,5′-ethano-β-D-ribofuranosyl] thymine (= (6′R)-6′-Amino-bicyclo-thymidine).

✍ Roland Meier; Sabine Grueschow; Christian Leumann 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 1 views