CAS: 198835-02-8; Rel-Tert-Butyl (1R,4S,6R)-6-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate

该化合物是一种双环矿衍生物,具有僵硬的诺布伦型脚手架,其特点是在异地-6位置上有一个氢氧基组和氮的三丁基碳基(Boc)保护组.该化合物在合成有机化学中具有价值,特别是在准备受限制的消毒器和手力辅助器方面. Boc组在反应过程中加强了稳定性,而氢氧基功能允许进一步衍生.其立体结构使得其在精确的空间取向至关重要的不对称合成和药用化学应用中有用.该化合物的精确一致性也有助于研究药物设计中的分子互动.

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相似化合物

207405-59-2 198835-01-7 198835-05-1

上下游产品

2-(tert-butoxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene tert-butyl dicarbonatedi-tert-butyl dicarbonate cyclopenta-1,3-diene (1S,4R,6S)-tert-butyl 6-hydroxy-2-azabicyclo[2,2,1]heptane-2-carboxylate6-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester tert-butyl 6-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate (1S,4R)-tert-butyl 6-oxo-2-azabicyclo[2,2,1]heptane-2-carboxylate (1S,4S,6R)-tert-butyl 6-amino-2-azabicyclo[2,2,1]heptane-2-carboxylate

合成工艺路线路线简述

    📜(1S)-(+)-2-氮杂双环[2.2.1]庚-5-烯-3-酮置于lithium Aluminium Tetrahydride,Mercury(II) Diacetate,水,N,N-二异丙基乙胺体系中,化学反应生成6-羟基-2-氮杂-双环[2.2.1]庚烷-2-羧酸叔丁酯
    参考文献:Discovery Of A Nortropanol Derivative As A Potent And Orally Active Gpr119 Agonist For Type 2 Diabetes
    标题:Discovery Of A Nortropanol Derivative As A Potent And Orally Active Gpr119 Agonist For Type 2 Diabetes
    摘要:The Lead Optimization Studies Of A Series Of Gpr119 Agonists Incorporating A Nortropanol Scaffold Are Described. Extensive Structure-Activity Relationship (Sar) Studies Of The Lead Compound 20F Led To The Identification Of Compound 36J As A Potent,Single Digit Nanomolar Gpr119 Agonist With High Agonist Activity. Compound 36J Was Orally Active In Lowering Blood Glucose Levels In A Mouse Oral Glucose Tolerance Test And Increased Plasma Insulin Levels In A Rat Hyperglycemic Model. It Showed Good To Excellent Pharmacokinetic Properties In Rats And Monkeys And No Untoward Activities In Counter-Screen Assays. Compound 36J Demonstrated An Attractive In Vitro And In Vivo Profile For Further Development. (C) 2011 Elsevier Ltd. All Rights Reserved.
    Doi:10.1016/j.Bmcl.2011.04.035

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