diethyl 2-ethoxy-2-methyl-1,3-dioxane-5,5-dicarboxylate | 1161393-26-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: diethyl 2-ethoxy-2-methyl-1,3-dioxane-5,5-dicarboxylate
• CAS: 1161393-26-5
• 化学式: C₁₃H₂₂O₇
• 分子量: 290.313
• InChiKey: CPPCKUHOHZNWQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  diethyl 2-ethoxy-2-methyl-1,3-dioxane-5,5-dicarboxylate 在 silica gel 、 乙酸乙酯 、 二氯甲烷 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以The product was obtained as yellowish oil in 75% yield (3.6 g)的产率得到1,3-diethyl 2-(acetyloxymethyl)-2-(hydroxymethyl)malonate
  参考文献：
  名称：

  2-5A ANALOGS AND THEIR METHODS OF USE

  摘要：

  本文揭示了激活RNaseL的化合物，合成激活RNaseL的化合物的方法以及利用激活RNaseL的化合物治疗和/或改善疾病或状况的用途，例如病毒感染、细菌感染、癌症和/或寄生虫病。

  公开号：

  US20100331397A1
• 作为产物：
  描述：

  双羟甲基丙二酸二乙酯 、 原乙酸三乙酯 在 硫酸 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到diethyl 2-ethoxy-2-methyl-1,3-dioxane-5,5-dicarboxylate
  参考文献：
  名称：

  [EN] SUBSTITUTED NUCLEOSIDE AND NUCLEOTIDE ANALOGS
  [FR] NUCLEOSIDE SUBSTITUE ET ANALOGUES NUCLEOTIDIQUES

  摘要：

  本文披露了具有保护磷酸酯基团的核苷酸类似物，以及合成具有保护磷酸酯基团的核苷酸类似物的方法，以及利用具有保护磷酸酯基团的核苷酸类似物治疗病毒感染、癌症和/或寄生虫病等疾病和/或症状的方法。

  公开号：

  WO2010108140A1

文献信息

• PROTECTED NUCLEOTIDE ANALOGS
  申请人：Beigelman Leonid

  公开号：US20090176732A1

  公开（公告）日：2009-07-09

  Disclosed herein are nucleotide analogs with one or more protecting groups, methods of synthesizing nucleotide analogs with one or more protecting groups and methods of treating diseases and/or conditions such as viral infections, cancer, and/or parasitic diseases with the nucleotide analogs with one or more protecting groups.

  本文披露了具有一个或多个保护基团的核苷酸类似物，合成具有一个或多个保护基团的核苷酸类似物的方法，以及利用具有一个或多个保护基团的核苷酸类似物治疗疾病和/或病况，如病毒感染、癌症和/或寄生虫病的方法。
• SUBSTITUTED NUCLEOSIDE AND NUCLEOTIDE ANALOGS
  申请人：Beigelman Leonid

  公开号：US20100249068A1

  公开（公告）日：2010-09-30

  Disclosed herein are nucleotide analogs with protected phosphates, methods of synthesizing nucleotide analogs with protected phosphates and methods of treating diseases and/or conditions such as viral infections, cancer, and/or parasitic diseases with the nucleotide analogs with protected phosphates.

  本文公开了一种具有保护磷酸酯的核苷酸类似物，合成具有保护磷酸酯的核苷酸类似物的方法以及使用具有保护磷酸酯的核苷酸类似物治疗病毒感染、癌症和/或寄生虫病等疾病和/或病况的方法。
• Substituted nucleoside and nucleotide analogs
  申请人：Alios Biopharma, Inc.

  公开号：EP2623104A1

  公开（公告）日：2013-08-07

  Disclosed herein are nucleotide analogs with protected phosphates, methods of synthesizing nucleotide analogs with protected phosphates and methods of treating diseases and/or conditions such as viral infections, cancer, and/or parasitic diseases with the nucleotide analogs with protected phosphates.

  本文公开了具有受保护磷酸盐的核苷酸类似物、合成具有受保护磷酸盐的核苷酸类似物的方法以及用具有受保护磷酸盐的核苷酸类似物治疗疾病和/或病症（如病毒感染、癌症和/或寄生虫病）的方法。
• Biodegradable Protections for Nucleoside 5′-Monophosphates: Comparative Study on the Removal of <i>O</i>-Acetyl and <i>O</i>-Acetyloxymethyl Protected 3-Hydroxy-2,2-bis(ethoxycarbonyl)propyl Groups
  作者：Mikko Ora、Sharmin Taherpour、Risto Linna、Anna Leisvuori、Emilia Hietamäki、Päivi Poijärvi-Virta、Leonid Beigelman、Harri Lönnberg

  DOI：10.1021/jo9005987

  日期：2009.7.17

  The applicability of 3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl and 3-acetyloxymethoxy-2,2-bis(ethoxycarbonyl)propyl groups as biodegradable phosphate protecting groups for nucleoside 5'-monophosphates has been studied in a HEPES buffer at pH 7.5. Enzymatic deacetylation with porcine carboxyesterase triggers the removal of the resulting 3 -hydroxy-2,2-bis(ethoxycarbonyl)propyl and 3-hydroxymethoxy-2,2-bis(ethoxycarbonyl)propyl groups by retro-aldol condensation and consecutive half acetal hydrolysis and retro-aldol condensation, respectively. The kinetics of these multistep deprotection reactions have been followed by HPLC, using appropriately protected thymidine 5'-monophosphates as model compounds. The enzymatic deacetylation of the 3-acetyloxymethoxy-2,2-bis(ethoxycarbonyl)propyl 5'-triester (2) is 25-fold faster than the deacetylation of its 3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl-protected counterpart 1, and the difference in the deacetylation rates of the resulting diesters, 12b and 12a, is even greater. With 2, conversion to thymidine 5'-monophosphate (5'-TMP) is quantitative, while conversion of 1 to 5'-TMP is accompanied by formation of thymidine. Consistent with the preceding observations, quantitative release of 5'-TMP from 2 has been shown to take place in a whole cell extract of human prostate cancer cells.
• [EN] 2-5A ANALOGS AND THEIR USE AS ANTI-CANCER, ANTI-VIRAL AND ANTI- PARAS ITI C AGENTS<br/>[FR] ANALOGUES 2-5A ET LEUR UTILISATION EN TANT QU'AGENTS ANTICANCÉREUX, ANTIVIRAUX ET ANTIPARASITAIRES
  申请人：ALIOS BIOPHARMA INC

  公开号：WO2009086201A1

  公开（公告）日：2009-07-09

  Disclosed herein are compounds of formula (I) that activate RNaseL, methods of synthesizing compounds that activate RNaseL and the use of compounds that activate RNaseL for treating and/or ameliorating a disease or a condition, such as a viral infection, cancer and/or parasitic disease.