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An efficient approach to the synthesis of LTB4 and ω-substituted LTB4 metabolites

✍ Scribed by Subhash P. Khanapure; Seongjin Kim; John F. Penrose; K.Frank Austen; William S. Powell; Joshua Rokach

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
160 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

The first total synthesis of the methyl ester of 20-oxo-LTB 4 26 is described. The key synthon 6 is an advanced new intermediate which has been used in the synthesis of LTB 4 1, 20-oxo-LTB 4 methyl ester 26, and 20-hydroxy-LTB 4 2. The synthetic 26 has been used to study the cytosolic aldehyde dehydrogenase-catalyzed oxidation of LTB 4 to its v-carboxy metabolite.

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ChemInform Abstract: Optimization and Scale-Up of an Asymmetric Route to the LTB4 Inhibitor Ontazolast.
✍ G. P. ROTH; J. J. JUN. LANDI; A. M. SALVAGNO; H. MUELLER-BOETTICHER 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 39 KB 👁 1 views

Optimization and Scale-Up of an Asymmetric Route to the LTB 4 Inhibitor Ontazolast. -A potential industrial process involving a telescoped series of operations is described. Inexpensive chiral auxiliary α-pinene (I) is safely and effectively oxidized under phase transfer conditions to yield keto al