✦ LIBER ✦

A synthon for C-20 trideuterated eicosanoids: Preparation of [2H3]-arachidonic acid

✍ Scribed by Chandra Prakash; Samir Saleh; Brian J. Sweetman; Douglass F. Taber; Ian A. Blair

Publisher: John Wiley and Sons
Year: 1989
Tongue: French
Weight: 627 KB
Volume: 27
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580270507

No coin nor oath required. For personal study only.

✦ Synopsis

Starting from hex-5-yn-1-01 an efficient seven step synthesis of (Z)9-2H, triphenylphosphonium bromide is described. This Wittig reagent is a key intermediate for the synthesis of C-20 trideuterated eicosanoids. Introduction of deuterium at C-20 provides standards that are stable to a wide range of reagents and reaction conditions. The utility of the Wittig synthon was demonstrated by the preparation of C-20 trideutcrated arachidonic acid.

📜 SIMILAR VOLUMES

(2-chloro-2-nitroethenyl)benzenes as syn

(2-chloro-2-nitroethenyl)benzenes as synthons: a general method for the preparation of 2,3-dihydro- 2-nitro-3-phenyl-4H-furo [3,2-c] [1]benzopyran-4-ones and 3-phenyl-4H-furo[3,2-c][1]benzopyran-4-ones

✍ Daniel Dauzonne; Hubert Josien; Pierre Demerseman 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 640 KB

we describe a convenient and general method for the preparation of 2,3-dihydro-2-niuo-3-phenyl-4H-furo[3,2-c][l]~~opy~-4-ones from cl-hydroxycoumarin and (2-chloro-2-nitroethenyl)benzenes in the presence of potassium fluoride. Using the same starting materials and by replacing potassium fluoride wit

ChemInform Abstract: Synthesis of 4-Subs

ChemInform Abstract: Synthesis of 4-Substituted-1,5-dihydro-2H-pyrrol-2-ones, Potential Synthons for the Preparation of Radiolabeled 3-Substituted-γ-amino Acids.

✍ Claude Vaccher 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 1 views

One-step preparation of [2,3-3H]1-aminoc

One-step preparation of [2,3-3H]1-aminocyclopropanecarboxylic acid: A useful ligand for strychnine-insensitive glycine receptors

✍ A. H. Lewin; P. B. Lamb; P. Popik; P. Skolnick 📂 Article 📅 1994 🏛 John Wiley and Sons 🌐 French ⚖ 267 KB

## Abstract Catalytic hydrogenation of 1‐aminocyclopropenecarboxylic acid under tritium gas afforded [2,3‐^3^H]1‐aminocyclopropanecarboxylic acid with specific activity 26 Ci/mmol, determined by a combination of ^1^H and ^3^H NMR. Pilot radioligand binding assays indicate this compound will be a us

ChemInform Abstract: Optically Active 3-

ChemInform Abstract: Optically Active 3-Amino-2H-azirines as Synthons for Enantiomerically Pure α,α-Disubstituted α-Amino Acids: Syntheses of Isovaline Synthons and a Segment of Trichotoxin A-50.

✍ C. B. BUCHER; H. HEIMGARTNER 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 38 KB 👁 2 views

Mucochloric Acid: A Useful Synthon for t

Mucochloric Acid: A Useful Synthon for the Selective Synthesis of 4-Aryl-3-chloro-2(5H)-furanones, (Z)-4-Aryl-5-[1-(aryl)methylidene]-3-chloro-2(5H)-furanones and 3,4-Diaryl-2(5H)-furanones.

✍ Fabio Bellina; Chiara Anselmi; Francesca Martina; Renzo Rossi 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 190 KB 👁 2 views

Mucochloric Acid: A Useful Synthon for t

Mucochloric Acid: A Useful Synthon for the Selective Synthesis of 4-Aryl-3-chloro-2(5H)-furanones, (Z)-4-Aryl-5-[1-(aryl)methylidene]-3-chloro-2(5H)-furanones and 3,4-Diaryl-2(5H)-furanones

✍ Fabio Bellina; Chiara Anselmi; Francesca Martina; Renzo Rossi 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 English ⚖ 224 KB 👁 1 views

## Abstract 3,4‐Dichloro‐2(5__H__)‐furanone, which has been prepared efficiently from mucochloric acid, has been transformed selectively into 4‐aryl‐3‐chloro‐2(5__H__)‐furanones either by Suzuki‐ or Stille‐type reactions. These monochloro derivatives have been used as precursors either to (__Z__)‐4