Substituted cyclopentanes or cyclopentanones for the treatment of ocular hypertensive conditions
A substituent, cyclopentyl technology, applied in the preparation of organic compounds, medical preparations containing active ingredients, drug combinations, etc.
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Embodiment 1
[0258] Add the THF (1.5ml) solution of Diabenate (Diad, 194μl, 1.0mmol) to the alcohol 1 (441 mg, 1.0 mmol), triazen (262 mg, 1.0 mmol), and phenol (94mg, 1.0 mmol),1.0mmol) THF (3.0ml) solution.After mixing at room temperature for 18 hours, remove the solvents in nitrogen flow, and suspend the remaining objects in ET 2 O (50ml).Mix the mixture with saturated NAHCO 3 Wash the aqueous solution (3 × 20ml) and saline (20ml), and then dry the organic phase (NA 2 So 4 ) Filter and concentrate.Through the fast column chromatography method, the silicone (hexane → 50 % Etoac / hexane, gradient) is purified, and the ether 2A required for 218 mg contaminated by the phenol (according to 1 H NMR analysis, about 15 % phenol), use it without further purification and directly.
[0259] Step 2: 2A to protect generate 3A
[0260] In room temperature, in the nitrogen atmosphere, the methanol (PPTS, 9mg, 0.036mmol) of toluene sulfate (PPTS, 9mg, 0.036mmol) was added to the methanol (3.6ml) solution of...
Embodiment 2
[0268] Example 3 and Example 4
[0269] (Z) -7-((1R, 5S) -2-oxygen-5-benzene-based methyl-cyclopentnn-ally) -geng-5-ole acid (8A) and (Z) -7-((1R, 2S, 3R) -3-hydroxyl-5-oxygen-oxygen-phenoxy-cyber group) -geng-5-ole acid (9A)
Embodiment 3 and Embodiment 4
[0271] Example 5
[0272] 7- ((1R, 5S) -2-oxygen-5-benzhenoxyl-cyclopenic group) -geng acid methyl (10A, figure 2 Cure
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