CAS: 152006-17-2; (3Ar,6S,6Ar)-6-(Hydroxymethyl)-2,2-Dimethyldihydrofuro[3,4-D][1,3]Dioxol-4(3Ah)-One

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CAS号23843-32-5 2,3-Isopropylid... | CAS号183889-10-3 4,5-anhydro-2,3... | CAS号151930-65-3 3,4-O-Isopropyl... | CAS号50-69-1 核糖 | CAS号18315-89-4 POTASSIUM RIBONATE | CAS号30725-00-9 2,3-O-异亚丙基-D-核糖酸γ-内脂 | CAS号5336-08-3 D-(+)-核糖酸-1,4-内酯 | CAS号1044813-00-4 5-O-[(叔丁基)二甲基硅基...

D-核糖置于溴,Potassium Carbonate,甲基磺酰氯体系中,用 吡啶,水 用作溶剂,化学反应 16.0H,反应生成2,3-O-异丙亚基-L-来苏糖酸-1,4-内酯
参考文献:发现新模板,7-取代的 7-Deaza-4'-硫腺苷衍生物作为多激酶抑制剂
标题:发现新模板,7-取代的 7-Deaza-4'-硫腺苷衍生物作为多激酶抑制剂
摘要:由于潜在的耐药性,抗癌药物的开发仍然具有挑战性.同时抑制与癌症有关的多个靶点可以克服耐药性,并且这些药物比单靶点抑制剂表现出更高的效力.蛋白激酶代表了开发抗癌剂的有希望的目标.由于大多数多激酶抑制剂是杂环,仅占据 Atp 结合位点的铰链和疏水区,我们的目标是设计多激酶抑制剂,基于 Atp 激酶相互作用,将占据核糖袋以及铰链和疏水区. 在此,我们报告发现了一种新的 4'-硫代核苷模板,它是一种具有有效抗癌活性的多激酶抑制剂.体外评估显示铅1G(7-乙炔-7-Deaza-4'-Thioadenosine) 具有有效的抗癌活性,并在激酶组扫描试验中显着抑制 Trka,Ck1δ 和 Dyrk1A / 1B 激酶.我们相信这些发现将为开发抗癌药物铺平道路.
Doi:10.3390/ph14121290

专利信息

专利号:US-2005176752-A1
优先权日:2004-01-09
标题:Process for the preparation of piperidine derivatives
发明人：MEUNIER JEAN-FRANCOIS; MARRUGO HERIKA; BYDLINSKI GREGORY
摘要:A process is disclosed for preparation of piperidine derivatives, preferably 1,3-dioxolo [4,5-c] piperidin-7-ols such as (3aS, 4R, 7S, 7aR)-2,2,4-trimethyl-1,3-dioxolo [4,5-c] piperidin-7-ol and its polyhydroxylated derivatives. In a preferred process, 2,3-O-isopropylidene-1,4-lactone (A) is reacted with methanesulfonyl chloride to form (3aR, 4S, 6aR) methanesulfonic acid 2,2-dimethyl-6-oxo-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl (B). Compound (B) is then reacted with methylmagnesium halide to form (3aR, 4S, 6aR)-methanesulfonic acid 6-hydroxy-2,2,6-trimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester (C), which is reacted with phthalimide to form (3aR, 4S, 6aR)-2-(6-hydroxy-2,2,6-trimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-isoindole-1,3-dione (D). Compound (D) is reacted with hydrazine to form (3S, 7S, 7aR)-2,2,4-trimethyl-3a,6,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol (E), which is hydrogenated to give the corresponding 1,3-dioxolo [4,5-c] piperidin-7-ol (F). The synthesis has an overall yield which is typically greater than 50% and avoids the use of reagents such as triflic anhydride and sodium azide.