ethyl(1-hydroxy-3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-yl)acetate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl(1-hydroxy-3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-yl)acetate
• 英文别名: Ethyl (1-hydroxy-3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-yl)acetate；ethyl 2-(1-hydroxy-3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-yl)acetate
• 化学式: C₁₂H₁₆O₄
• 分子量: 224.257
• InChiKey: VQTIEQGEEFBFME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl bromozincacetate;THF 、 2,6-二甲基-2,5-环己二烯-1,4-二酮 在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以80%的产率得到ethyl(1-hydroxy-3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-yl)acetate
  参考文献：
  名称：

  PROCESS FOR PRODUCING FUSED IMIDAZOLE COMPOUND, REFORMATSKY REAGENT IN STABLE FORM, AND PROCESS FOR PRODUCING THE SAME

  摘要：

  公开号：

  EP1471056B1

文献信息

• Regioselective reaction of quinones with Reformatsky reagent: (BrZnCH2CO2Et·THF)2
  作者：Jun-ichi Kawakami、Koji Nakamoto、Shigeru Nuwa、Syoji Handa、Shokyo Miki

  DOI：10.1016/j.tetlet.2005.12.036

  日期：2006.2

  Reformatsky reactions of p-quinones with crystalline reagent (BrZnCH2CO2Et·THF)2 were investigated and took place successfully, providing β-hydroxy esters in high yield. Notably, in the case of 2,6-disubstituted-p-quinones, regioselective Reformatsky reactions occurred to give corresponding β-hydroxy esters in good yields.

  研究了对苯醌与结晶试剂（BrZnCH 2 CO 2 Et·THF）2的重整反应，并成功进行，从而以高收率提供了β-羟基酯。明显地，在2，6-二取代的对苯醌的情况下，发生区域选择性的Reformatsky反应以良好的产率得到相应的β-羟基酯。
• Process for producing fused imidazole compound, reformatsky reagent in stable form, and process for producing the same
  申请人：Nuwa Shigeru

  公开号：US20050043544A1

  公开（公告）日：2005-02-24

  The present invention provides an industrially advantageous process for producing a steroid C 17,20 lyase inhibitor represented by the general formula (I): and a Reformatsky reagent in a stable form suitable for the process. In the present invention, a compound represented by the general formula (I) is produced by reducing a specific β-hydroxy ester compound derivative or a salt thereof obtained from a specific carbonyl compound in a Reformatsky reaction in the presence of a metal hydride complex and a metal halide, and then subjecting it to a ring-closing reaction. In the above Reformatsky reaction, it is useful to use a stable solution of a compound represented by the general formula BrZnCH 2 COOC 2 H 5 or a crystal of the compound which is represented by the formula (BrZnCH 2 COOC 2 H 5 .THF) 2 .

  本发明提供了一种工业上有利的方法，用于制备一种由一般式（I）表示的类固醇C17，20裂解酶抑制剂和适用于该过程的稳定的Reformatsky试剂。在本发明中，通过在金属氢化物复合物和金属卤化物的存在下还原从特定羰基化合物得到的特定β-羟基酯化合物衍生物或其盐，并随后将其进行环闭合反应，从而产生一种由一般式（I）表示的化合物。在上述Reformatsky反应中，使用由一般式BrZnCH2COOC2H5表示的化合物的稳定溶液或由公式（BrZnCH2COOC2H5.THF）2表示的化合物的晶体是有用的。
• Reformatsky Reagent in Stable Form and Process for Producing the Same
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2275411A2

  公开（公告）日：2011-01-19

  The present invention provides an industrially advantageous process for producing a steroid C17,20 lyase inhibitor represented by the general formula (I): and a Reformatsky reagent in a stable form suitable for the process. In the present invention, a compound represented by the general formula (I) is produced by reducing a specific β-hydroxy ester compound derivative or a salt thereof obtained from a specific carbonyl compound in a Reformatsky reaction in the presence of a metal hydride complex and a metal halide, and then subjecting it to a ring-closing reaction. In the above Reformatsky reaction, it is useful to use a stable solution of a compound represented by the general formula BrZnCH2COOC2H5 or a crystal of the compound which is represented by the formula (BrZnCH2COOC2H5·THF)2.

  本发明提供了一种生产由通式（I）代表的类固醇 C17,20 裂解酶抑制剂的工业化有利工艺： 和一种适用于该工艺的稳定形式的 Reformatsky 试剂。 在本发明中，在金属氢化物络合物和金属卤化物存在下，通过 Reformatsky 反应还原特定 β-羟基酯化合物衍生物或由特定羰基化合物得到的其盐，然后使其进行闭环反应，即可制得通式（I）代表的化合物。在上述 Reformatsky 反应中，使用通式为 BrZnCH2COOC2H5 的化合物的稳定溶液或通式为 (BrZnCH2COOC2H5-THF)2 的化合物晶体是有用的。
• US7662974B2
  申请人：——

  公开号：US7662974B2

  公开（公告）日：2010-02-16
• US8093403B2
  申请人：——

  公开号：US8093403B2

  公开（公告）日：2012-01-10