2-(甲氧基甲氧基)乙酸乙酯 | 185378-12-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-(甲氧基甲氧基)乙酸乙酯
• 英文名称: ethyl 2-(methoxymethoxy)acetate
• CAS: 185378-12-5
• 化学式: C₆H₁₂O₄
• 分子量: 148.159
• InChiKey: IWVXKWZGMBIDMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 储存条件：
  室温且干燥环境中保存。

反应信息

• 作为反应物：
  描述：

  2-(甲氧基甲氧基)乙酸乙酯 在 二异丁基氢化铝 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 甲氧基甲氧基乙醛
  参考文献：
  名称：

  Hydroxynitrile lyase catalyzed enantioselective HCN addition to O-protected α-hydroxyaldehydes

  摘要：

  Various O-protected glycol- and racemic lactaldehydes 3 and 6 as well as O-allyl protected racemic alpha-hydroxyaldehydes 7 (R-1=Et Pr, Bu) have been prepared to investigate and perform a stereoselective Kiliani-Fischer synthesis by hydroxynitrile lyase (HNL) catalyzed addition of HCN. From all protecting groups investigated the allyl moiety was most suitable. (R)-PaHNL from bitter almonds (Prunus amygdalus), yielding the (2S)-cyanohydrins 8-10, was found to be a more stereoselective catalyst than (S)-MeHNL from maniok (Manihot esculenta). While (R)-PaHNL led to enantiomeric excesses greater than or equal to 93%, with (S)-MeHNL the (2R)-cyanohydrins 8-10 were obtained with enantiomeric excesses less than or equal to 78%. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00275-x
• 作为产物：
  描述：

  乙醇酸乙酯 、 氯甲基甲基醚 在 sodium hydride 作用下， 生成 2-(甲氧基甲氧基)乙酸乙酯
  参考文献：
  名称：

  Hydroxynitrile lyase catalyzed enantioselective HCN addition to O-protected α-hydroxyaldehydes

  摘要：

  Various O-protected glycol- and racemic lactaldehydes 3 and 6 as well as O-allyl protected racemic alpha-hydroxyaldehydes 7 (R-1=Et Pr, Bu) have been prepared to investigate and perform a stereoselective Kiliani-Fischer synthesis by hydroxynitrile lyase (HNL) catalyzed addition of HCN. From all protecting groups investigated the allyl moiety was most suitable. (R)-PaHNL from bitter almonds (Prunus amygdalus), yielding the (2S)-cyanohydrins 8-10, was found to be a more stereoselective catalyst than (S)-MeHNL from maniok (Manihot esculenta). While (R)-PaHNL led to enantiomeric excesses greater than or equal to 93%, with (S)-MeHNL the (2R)-cyanohydrins 8-10 were obtained with enantiomeric excesses less than or equal to 78%. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00275-x

文献信息

• [EN] INHIBITORS OF THE RENAL OUTER MEDULLARY POTASSIUM CHANNEL<br/>[FR] INHIBITEURS DU CANAL POTASSIQUE MÉDULLAIRE EXTERNE RÉNAL
  申请人：MERCK SHARP & DOHME

  公开号：WO2015100147A1

  公开（公告）日：2015-07-02

  Novel spirocyclic compounds of formula I: and pharmaceutically acceptable salts thereof are disclosed as inhibitors of the ROMK (Kir1.1) channel. The compounds may be used as diuretic and/or natriuretic agents and for the therapy and prophylaxis of medical conditions including cardiovascular diseases such as hypertension, heart failure and chronic kidney disease and conditions associated with excessive salt and water retention. Pharmaceutical compositions and methods of treatment are also included.

  公开了公式I的新型螺环化合物及其药学上可接受的盐，作为ROMK（Kir1.1）通道的抑制剂。这些化合物可用作利尿剂和/或钠利尿剂，并用于治疗和预防包括高血压、心力衰竭和慢性肾脏疾病在内的心血管疾病以及与过多盐分和水分潴留有关的疾病。还包括药物组合物和治疗方法。
• Enantioselective Organocatalytic Aldol Reaction of Ynones and Its Synthetic Applications
  作者：Franck Silva、Marcin Sawicki、Véronique Gouverneur

  DOI：10.1021/ol0624225

  日期：2006.11.9

  [Structure: see text] For the first time, unmodified ynones were used in organocatalytic asymmetric aldol reactions delivering monoprotected anti-alpha,beta-dihydroxyynones in high yields, dr's up to 19:1, and ee's up to 95%. These products can be either reduced to afford enantioenriched unsaturated anti,anti-triol or cyclized using a novel intramolecular phosphine-catalyzed alpha-addition to the ynone

  [结构：见正文]首次在有机催化不对称醛醇缩合反应中使用未修饰的炔酮，以高收率提供单保护的抗α-β-二羟基炔酮，dr高达19：1，ee高达95％。可以将这些产物还原以提供对映体富集的不饱和抗，抗三醇，或使用新型的分子内膦催化的炔酮加成环酮将其环化。这种有机催化序贯的羟醛环化过程为不寻常的对映体富集的氧化杂环提供了一个简洁的入口，该杂环可用于后续的结构操作。
• [EN] INHIBITORS OF RENAL OUTER MEDULLARY POTASSIUM CHANNEL<br/>[FR] INHIBITEURS DU CANAL POTASSIQUE MÉDULLAIRE EXTERNE RÉNAL
  申请人：MERCK SHARP & DOHME

  公开号：WO2015096035A1

  公开（公告）日：2015-07-02

  Novel spirocyclic compounds of formula I: and pharmaceutically acceptable salts thereof are disclosed as inhibitors of the ROMK (Kir1.1) channel. The compounds may be used as diuretic and/or natriuretic agents and for the therapy and prophylaxis of medical conditions including cardiovascular diseases such as hypertension, heart failure and chronic kidney disease and conditions associated with excessive salt and water retention. Pharmaceutical compositions and methods of treatment are also included.

  公开了公式I的新颖螺环化合物及其药学上可接受的盐，作为ROMK（Kir1.1）通道的抑制剂。这些化合物可用作利尿剂和/或钠利尿剂，并用于治疗和预防包括高血压、心力衰竭和慢性肾病在内的心血管疾病以及与过多盐分和水分潴留有关的疾病。还包括药物组合物和治疗方法。
• Domino intramolecular Diels–Alder reactions to construct a 6/6/5/5 fused tetracyclic framework
  作者：Gaoyuan Zhao、Min He、Huilin Li、Shuangshuang Duan、Ziyun Yuan、Xingang Xie、Xuegong She

  DOI：10.1039/c5cc06923h

  日期：——

  Heat-promoted domino IMDA reactions to construct a 6/6/5/5 fused tetracyclic framework are developed. Its synthetic application is also demonstrated by an efficient synthesis of 4-epi-hydromitchellene B.

  热促进的多米诺IMDA反应用于构建一个6/6/5/5融合四环骨架。通过高效合成4-epi- hydromitchellene B，展示了其合成应用。
• Rationally Designed Inhibitors of Inosine Monophosphate Dehydrogenase
  作者：Han-Zhong Zhang、Kotesvar Rao、Stephen F. Carr、Eva Papp、Kenneth Straub、John C. Wu、Josef Fried

  DOI：10.1021/jm960732v

  日期：1997.1.1

  Functionalized 2-alkyl derivatives of inosinic acid have been synthesized to serve as reversible as well as irreversible inhibitors of the human type II enzyme inosine monophosphate dehydrogenase. These compounds were designed to react with Cys-331 of the enzyme to form covalent bonds so as to interfere with the normal enzyme mechanism which involves attack of Cys-331 at C-2 of the substrate. Mass spectrometric analysis of the reaction products after enzymatic degradation confirmed the appropriateness of the inhibitor design.