| 955044-11-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 955044-11-8
• 化学式: C₆H₁₂O₂
• 分子量: 116.16
• InChiKey: DBRGGEXIRVNLPF-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.31
• 重原子数：
  8.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  在 sodium tetrahydroborate 、 萘 、 cerium(III) chloride heptahydrate 、 水 、 4-甲基苯磺酸吡啶 、 lithium 、 sodium hydride 、 碳酸氢钠 、 戴斯-马丁氧化剂 、 臭氧 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 48.5h， 生成 2-((4S,5R,6S)-6-((2R,3S)-3-methoxybutan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)ethanol
  参考文献：
  名称：

  Stereoselective Total Synthesis of FD-891

  摘要：

  FD-891, a structurally unique 16-membered macrolide having anticancer activity, was synthesized according to a strategy employing asymmetric allylation, Prins cyclization, cross-metathesis reaction, Yamaguchi lactonization, and Julia-Kocienski olefination.

  DOI：

  10.1021/jo302205t

文献信息

• Stereoselective Synthesis of <i>anti</i>-1,3-Aminoalcohols <i>via</i> Reductive Opening of 4-Amidotetrahydropyrans Derived from the Prins/Ritter Sequence
  作者：J. S. Yadav、Y. Jayasudhan Reddy、P. Adi Narayana Reddy、B. V. Subba Reddy

  DOI：10.1021/ol303364j

  日期：2013.2.1

  A novel method has been devised for anti-1,3-aminoalcohols through reductive elimination of iodomethyltetrahydropyrans which are in turn derived from a Prins/Ritter reaction sequence. The synthetic versatility of this method has been explored in the total synthesis of piperidine alkaloids and β-amino acids.

  已经通过还原性消除碘代甲基四氢吡喃而设计了一种新的抗-1,3-氨基醇的方法，该碘继而衍生自Prins / Ritter反应序列。已经在哌啶生物碱和β-氨基酸的全合成中探索了该方法的合成多功能性。
• Synthesis of the Spiroketal Fragment of (-)-Ushikulide A
  作者：Jhillu S. Yadav、N. Mallikarjuna Reddy、Md. Ataur Rahman、Attaluri R. Prasad

  DOI：10.1002/ejoc.201402196

  日期：2014.9

  The stereoselective synthesis of the spiroketal fragment of the immunosuppressant (–)-ushikulide A is described. The salient feature of this synthesis is the construction of the spiroketal moiety by hydrolysis of a dialkylated tosylmethyl isocyanide derivative derived from alkylation of tosylmethyl isocyanide (TosMIC) with suitably substituted halohydrin derivatives. The key functionalized tetrahydropyran

  描述了免疫抑制剂 (-)-ushikulide A 的螺旋缩酮片段的立体选择性合成。该合成的显着特征是通过二烷基化甲苯磺酰基甲基异氰化物衍生物的水解构建螺缩酮部分，该衍生物衍生自甲苯磺酰基甲基异氰化物 (TosMIC) 与适当取代的卤代醇衍生物的烷基化。关键的官能化四氢吡喃环是通过使用 α-乙酰氧基醚的 Prins 环化构建的。
• Synthesis of spiroketal fragment of ossamycin via Prins cyclization
  作者：J.S. Yadav、Md. Ataur Rahman、N. Mallikarjuna Reddy、A.R. Prasad

  DOI：10.1016/j.tetlet.2014.11.097

  日期：2015.1

  An asymmetric synthesis of spiroketal fragment of an antitumour antibiotic, ossamycin is described. Coupling of aldehyde and alkyne fragments followed by spiroketalization has afforded the spiroketal sub unit of ossamycin. Both the sub targets were constructed via Prins cyclization. (C) 2014 Elsevier Ltd. All rights reserved.
• Total synthesis of cryptophycin-24 (arenastatin A) via Prins cyclization
  作者：J.S. Yadav、K.V. Purnima、B.V. Subba Reddy、K. Nagaiah、A.K. Ghamdi

  DOI：10.1016/j.tetlet.2011.09.134

  日期：2011.12

  A stereoselective synthesis of fragment A of cryptophycin is achieved utilizing the versatile Prins cyclization. Subsequently, the total synthesis of cryptophycin-24 (arenastatin A) has been accomplished by coupling it with the depsipeptide subunit. (C) 2011 Elsevier Ltd. All rights reserved.