Targeted protease degradation platform (TED)
A target and ligase technology, applied in the field of targeted protease degradation platform, can solve the problems of insufficient therapeutic window, shedding of super toxins, toxic and side effects, etc.
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Embodiment 11P1
[0425] Example 1.1 Synthesis report of P1-connector b-A1:
Embodiment 111
[0426] Example 1.1.1 Synthesis of compound UBI-1289 (NH 2 -11b-A1)
[0427]
[0428] Step 1: Synthesis of UBI-1289b (V1179-123): UBI-1289a (7.2g, 36.3mmol) was added with 4M HCl / dioxane (25mL) in ice bath to react overnight. Diethyl ether (25 mL) was added to make a slurry, filter and dry to obtain a white solid UBI-1289b (4.4 g, yield 89%).
[0429] Step 2: Synthesis of UBI-1289d (V1179-126): UBI-1289b (4.2g, 31.2mmol) was dissolved in acetonitrile (150mL) and K 2 CO 3 (13g, 93.6mmol) and UBI-1289c (8.8g, 31.2mmol) were heated to 80°C overnight. The reaction solution was filtered and concentrated through a column (dichloromethane / methanol=0%-10%) to obtain the yellow oily product UBI-1289d (5g, yield 56%). LCMS[M+H] + =286.2.
[0430]Step 3: Synthesis of UBI-1289e (V1179-127): UBI-1289d (5 g, 17.5 mmol) was added with 4M HCl / dioxane (10 mL) under ice-cooling for 1 hour at room temperature. The reaction was concentrated to give the product UBI-1289e (7.8 g) as a whit...
Embodiment 12P
[0436] Example 1.2 Synthesis of P1-connector c-A1
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