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A convenient synthesis of deuterated leukotriene A4 methyl ester

✍ Scribed by Hans Jürgen Bestmann; Claus O. Meese; Thomas Röder

Publisher
John Wiley and Sons
Year
1989
Tongue
French
Weight
354 KB
Volume
27
Category
Article
ISSN
0022-2135

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✦ Synopsis

S-Y

2,2,3,3-[2H4]-l-Iodopentane (8b

) was prepared in four steps @m pmpargVr alcohol and used in the Calkylation of the THP-protected 3-butyne-1-01 (10). Subsequent protective p u p removal of Ilb, semideuteidon of the acetylenic alcohol 126, and further @ansformation by known methods afforded the labelled key reagent 3,4,6,6, 7,

7-[2H~-(Z)-(3-nonen-l-yl)tiphenylphosphonium iodide ( 3 ) .

Wnig olefination of epoq dienal 2 with the ylide generated from 3 completed the convenient synthesis of hexndeuterated leukotiene A4 methyl ester (lb).

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