tert-butyl-(3-1,3-dithian-2-yl-propoxy)-dimethyl-silane | 444816-13-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二噻烷
• 英文名称: tert-butyl-(3-1,3-dithian-2-yl-propoxy)-dimethyl-silane
• 英文别名: Tert-butyl-[3-(1,3-dithian-2-yl)propoxy]-dimethylsilane
• CAS: 444816-13-1
• 化学式: C₁₃H₂₈OS₂Si
• 分子量: 292.582
• InChiKey: QXRHTHNDSDGISL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  59.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl-(3-1,3-dithian-2-yl-propoxy)-dimethyl-silane 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 10.0h， 生成 tert-butyl-{3-[2-(2-dimethoxymethyl-3,5-dimethoxy-4-methylbenzyl)-[1,3]dithian-2-yl]propoxy}dimethylsilane
  参考文献：
  名称：

  A practical procedure for multisubstituted β-naphthols and their derivatives

  摘要：

  A number of multisubstituted beta-naphthols were efficiently prepared by intramolecular aldol condensation of readily available substituted benzyaldehydes, whose substituents were introduced easily by a selective alkylation on the benzylic position of the substrates. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01066-4
• 作为产物：
  描述：

  2-(叔丁基二甲基甲硅烷基)-1,3-二噻烷 在 1-(2-trimethylsilanyl-[1,3]dithian-2-yl)-heptan-3-ol 、 正丁基锂 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 为溶剂， 反应 3.17h， 生成 tert-butyl-(3-1,3-dithian-2-yl-propoxy)-dimethyl-silane
  参考文献：
  名称：

  [1,5]-布鲁克重排：在阴离子继电器化学中的初步应用

  摘要：

  [1,5]-布鲁克重排在一系列具有钠和钾碱的羟基二噻烷底物中有效进行；效果较差的是锂基。交叉实验证明了甲硅烷基迁移的模式是分子内的。最后，使用 [1,5]-布鲁克重排证明了三组分阴离子中继化学 (ARC) 偶联策略。

  DOI：

  10.1021/ja065033e

文献信息

• A convergent synthesis of the right-hand fragment of ciguatoxin CTX3C
  作者：Hiroyoshi Takamura、Takashi Abe、Naoki Nishiuma、Rie Fujiwara、Takahiko Tsukeshiba、Isao Kadota

  DOI：10.1016/j.tet.2012.01.071

  日期：2012.3

  generation stereocontrolled syntheses of the LM ring fragment were achieved via spiroacetalization as a key step, respectively. The polyether framework of the HIJKLM ring fragment was constructed in a convergent manner by using intramolecular allylation, ring-closing metathesis, and stereoselective hydrogenation to form the 36-methyl substituent as the key transformations.

  研究了西瓜毒素CTX3C右侧片段的会聚合成。LM环片段的第一代和第二代立体控制合成分别通过螺缩醛化作为关键步骤实现。HIJKLM环片段的聚醚框架通过分子内烯丙基化，闭环复分解和立体选择性氢化以形成36-甲基取代基作为关键转化，以聚合方式构建。
• Synthesis Studies toward Chloroazaphilone and Vinylogous γ-Pyridones:  Two Common Natural Product Core Structures
  作者：Wan-Guo Wei、Zhu-Jun Yao

  DOI：10.1021/jo050414g

  日期：2005.6.1

  Chloroazaphilone is a common structure found in a number of natural products. Reported herein is a practical synthesis of a model chloroazaphilone that utilizes Pb(OAc)4 oxidation of HClO4/HOAc pyrinium salt in a key one-pot operation. Reaction of this chloroazaphilone with various primary amines to afford the corresponding vinylogous γ-pyridones was also fully investigated. The isolation of stable

  氯氮杂苯甲酮是许多天然产物中常见的结构。本文报道的是在一个关键的一锅操作中利用HClO 4 / HOAc吡啶鎓盐的Pb（OAc）4氧化的模型氯氮杂苯酮的实用合成方法。还充分研究了该氯氮杂苯甲酮与各种伯胺的反应，得到相应的乙烯基γ-吡啶酮。稳定的烯胺中间体的分离提供了反应机理的直接证据。
• Synthesis of Nonactin and the Proposed Structure of Trilactone
  作者：Yikang Wu、Ya-Ping Sun

  DOI：10.1021/ol0609661

  日期：2006.6.1

  [reaction: see text] An efficient enantioselective route to nonactin using a novel beta-inversion of an Evans syn aldol to construct the THF ring is presented. Through total synthesis, the structure for trilactone proposed in the literature is shown likely to be incorrect.

  [反应：见正文]提出了使用Evans syn aldol的新型β转化构建THF环的非肌动蛋白的有效对映选择性途径。通过全合成，文献中提出的三内酯结构很可能是不正确的。
• Facile Cleavage of Triethylsilyl (TES) Ethers Using <i>o</i>-Iodoxybenzoic Acid (IBX) without Affecting <i>tert</i>-Butyldimethylsilyl (TBS) Ethers
  作者：Yikang Wu、Jia-Hui Huang、Xin Shen、Qi Hu、Chao-Jun Tang、Liang Li

  DOI：10.1021/ol025946n

  日期：2002.6.1

  [GRAPHICS]In DMSO cleavage of triethylsilyl (TES) ethers by o-iodoxybenzoic acid (IBX) was significantly faster than cleavage of tart-butyldimethylsilyl (TBS) ethers or further oxidation into carbonyl compounds. In most cases, TES protecting groups could be removed in good to excellent yields within 1 h, whereas similar TBS protecting groups remained intact under the same conditions. The procedure also could be adapted for direct one-pot conversion of TES ethers into carbonyl compounds.
• Cysteine-Derived Organocatalyst in a Highly Enantioselective Intramolecular Michael Reaction
  作者：Yujiro Hayashi、Hiroaki Gotoh、Tomohiro Tamura、Hirofumi Yamaguchi、Ryouhei Masui、Mitsuru Shoji

  DOI：10.1021/ja055740s

  日期：2005.11.23

  Asymmetric intramolecular Michael reaction catalyzed by an organocatalyst derived from cysteine has been developed for the synthesis of chiral bicyclo[4.3.0]nonene and cis-disubstituted cyclopentane skeletons with a creation of three or two contiguous chiral centers in good yield with high diastereo- and excellent enantioselectivities.