Pharmaceutical composition for inflammatory diseases, allergic diseases and autoimmune diseases
A composition and drug technology, applied in allergic diseases, drug combinations, skin diseases, etc.
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[0152] Synthesis Example 1
[0153] (5Z)-7-[(1R,2R,3R,5S)-2-[2-(2-Heptyl-1,3-dioxan-2-yl)ethyl]-3,5 -Dihydroxycyclopentyl]hept-5-enoic acid isopropyl ester (5)
[0154]
[0155] To the compound 1 (510.0 mg, 1.273 mmol) in toluene (10.2 ml) were added 1,3-propanediol (0.92 ml, 12.73 mmol) and a catalytic amount of p-toluenesulfonic acid, and the mixture was heated at reflux for 17 hours. Thereafter, the reaction was left to stand so as to become room temperature, and washed with a saturated aqueous sodium bicarbonate solution and a saturated aqueous sodium chloride solution. The organic phase was dried over magnesium sulfate and evaporated under reduced pressure. Purify the residue by means of silica gel column chromatography (Merck7734, hexane:ethyl acetate=3:2) to obtain compound 2 (581.3 mg).
[0156] compound 2 (580.0mg, 1.265mmol) in toluene (11.6ml) was cooled to -78°C, 1.5M-DIBAH (in toluene, 2.95ml, 4.427mmol) was added dropwise thereto and the mixture was stir...
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