6-(methoxymethoxy)hexanal | 502160-05-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-(methoxymethoxy)hexanal
• CAS: 502160-05-6
• 化学式: C₈H₁₆O₃
• 分子量: 160.213
• InChiKey: HSWGIUXFFQSZSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  磷酰基乙酸三乙酯 、 6-(methoxymethoxy)hexanal 在 sodium hydride 、 盐酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 ethyl (E)-8-hydroxyoct-2-enoate
  参考文献：
  名称：

  An efficient synthesis of the CD rings model for merrilactone A

  摘要：

  A synthetic route to the CD rings of merrilactone A was explored by using the model system 9a, which was easily converted from 7,7-dibromohepta-2,6-dienoic acid ethyl ester (8) by the successive Stille-Mizoroki-Heek reaction. The D ring 14 was constructed by applying the intramolecular Tsuji-Trost reaction to the formation of ay-lactone, whereas the formation of the C ring 18 was effectively accomplished in one step by methylation and conjugate addition toward 1,1-dibromo-1-alkene 17 using Miyashita's protocol. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.159
• 作为产物：
  描述：

  6-(甲氧基甲氧基)己烷-1-醇 在 4 A molecular sieve 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 生成 6-(methoxymethoxy)hexanal
  参考文献：
  名称：

  An efficient synthesis of the CD rings model for merrilactone A

  摘要：

  A synthetic route to the CD rings of merrilactone A was explored by using the model system 9a, which was easily converted from 7,7-dibromohepta-2,6-dienoic acid ethyl ester (8) by the successive Stille-Mizoroki-Heek reaction. The D ring 14 was constructed by applying the intramolecular Tsuji-Trost reaction to the formation of ay-lactone, whereas the formation of the C ring 18 was effectively accomplished in one step by methylation and conjugate addition toward 1,1-dibromo-1-alkene 17 using Miyashita's protocol. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.159

文献信息

• A Mild, Chemoselective Protocol for the Removal of Thioketals and Thioacetals Mediated by Dess−Martin Periodinane
  作者：Neil F. Langille、Les A. Dakin、James S. Panek

  DOI：10.1021/ol027518n

  日期：2003.2.1

  development of a useful procedure for the removal of thioacetals and thioketals using Dess-Martin periodinane (DMP) reagent. In contrast to existing methods, this protocol offers general reactivity, compatibility with a wide range of functional groups, and convenient reaction times. Also discussed are chemoselectivity experiments involving functionalities that may be subject to oxidation by DMP, qualitative

  [反应：见正文]本文介绍了使用Dess-Martin高碘烷（DMP）试剂去除硫缩醛和硫缩酮的有用方法的开发。与现有方法相比，该协议具有一般的反应性，与各种官能团的相容性以及方便的反应时间。还讨论了化学选择性实验，涉及的功能可能会被DMP氧化，底物对水解速率的定性影响以及硫代乙缩醛向乙缩醛的直接转化。
• Pyrimidine nucleoside derivatives having anti-tumor activity, their preparation and use
  申请人：Sankyo Company Limited

  公开号：EP0536936A1

  公开（公告）日：1993-04-14

  Compounds of formula (I): [in which: R¹, R² and R³ are the same or different and each represents a hydrogen atom, an optionally substituted alkanoyl group or an alkenylcarbonyl group, provided that at least one of R¹, R² and R³ represents an unsubstituted alkanoyl group having from 5 to 24 carbon atoms, said substituted alkanoyl group or said alkenylcarbonyl group; and one of R⁴ and R⁵ represents a hydrogen atom and the other represents a cyano group]; have valuable anti-tumour activity.

  式子（I）的化合物：[其中：R¹、R²和R³相同或不同，每个代表氢原子、可选取代的脂肪酰基团或烯基羰基团，前提是至少有一个R¹、R²和R³代表有5到24个碳原子的未取代脂肪酰基团，或者是所述取代的脂肪酰基团或所述烯基羰基团；R⁴和R⁵中的一个代表氢原子，另一个代表氰基]，具有有价值的抗肿瘤活性。
• Chemoselective one-pot cleavage and oxidation of silyl ethers to corresponding carbonyl compounds using IBX and acid catalysts
  作者：Shogo Kamo、Kazuki Hori、Kazuyuki Sugita

  DOI：10.1039/d4ob00858h

  日期：——

  chemoselective one-pot cleavage and oxidation of silyl ethers using catalytic amount of TsOH·H2O and IBX in DMSO. The oxidation of primary alkyl TBS ethers afforded the corresponding aldehydes in 51–94% yields, in the presence of aryl TBS, MOM, and PMB ethers, as well as N-Boc and acetonide groups. Secondary benzyl TBS ethers bearing aryl TBS ethers were also oxidized to ketones in moderate yields. A

  在此，我们描述了使用催化量的TsOH·H 2 O和IBX在DMSO中的化学选择性一锅裂解和氧化硅醚。在芳基 TBS、MOM 和 PMB 醚以及N -Boc 和丙酮基团存在下，伯烷基 TBS 醚的氧化得到相应的醛，产率为 51-94%。带有芳基 TBS 醚的仲苄基 TBS 醚也以中等产率氧化成酮。还提出了可能的反应途径。
• US5691319A
  申请人：——

  公开号：US5691319A

  公开（公告）日：1997-11-25