𝔖 Bobbio Scriptorium
✦   LIBER   ✦

A New Diastereoselective Synthetic Approach to the Enantiopure Peptidomimetic Scaffold 2-Oxo-1-azabicyclo[4.4.0]decane

✍ Scribed by Cyrille Truchot; Qian Wang; N. André Sasaki

Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
195 KB
Volume
2005
Category
Article
ISSN
1434-193X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

A general method for the synthesis of unsubstituted and C‐7‐substituted azabicyclo[4.4.0]decane dipeptides (23, 30a, and 30b) that can serve as dipeptide mimetics has been developed. The key step of this new method involves the coupling reaction of the oxazolidine aldehyde 5 and the sulfone 7, both of which are derived from L‐glutamic acid. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

📜 SIMILAR VOLUMES

A Further Synthetic Approach to the Adam
A Further Synthetic Approach to the Adamantane Isomer 2, 5-Trimethylenenorbornane (Tricyclo [5.3.0.03,9]decane, 4-Homotwistbrendane)
✍ Hans-Ruedi Känel; Camille Ganter 📂 Article 📅 1982 🏛 John Wiley and Sons 🌐 German ⚖ 252 KB 👁 2 views

## Abstract A further synthetic approach to 2, 5‐trimethylenenorbornane (**1**; tricycle [5.3.0.0^3,9^]decane, 4‐homotwistbrendane), a member of the «adamantaneland», is described starting from methyl 5‐oxo‐2endo‐norbornanecarboxylate (**5**). The required C2‐chain was introduced by a __Wittig‐Horn

A diastereoselective synthesis of the te
A diastereoselective synthesis of the tetrahydropyridazinone core of 2-oxo-1,6-diazobicyclo[4.3.0]nonane-9-carboxylate-based peptidomimetics starting from (S)-phenylalanine
✍ James Gardiner; Andrew D. Abell 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 135 KB

A diastereoseletvive synthesis of a peptidic tetrahydropyridazinone 10 from (S)-phenylalanine is reported. This derivative was then converted to the bicyclic peptidomimetic 11, an important class of b-strand mimetic.