<(1-ethoxy)methyl>tributylstannane | 99409-72-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: <(1-ethoxy)methyl>tributylstannane
• 英文别名: (ethoxyethyloxymethyl)tributylstannane；Tributyl(2-ethoxyethoxymethyl)stannane
• CAS: 99409-72-0
• 化学式: C₁₇H₃₈O₂Sn
• 分子量: 393.198
• InChiKey: OJQPFTJIBPZBAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.43
• 重原子数：
  20
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  <(1-ethoxy)methyl>tributylstannane 在 正丁基锂 、 18-冠醚-6 、 potassium hydride 、 sodium iodide 作用下， 反应 14.25h， 生成 [(2E,4E)-1-(2-Ethoxy-ethoxymethyl)-hexa-2,4-dienyloxymethyl]-benzene
  参考文献：
  名称：

  合成3-脱氧-3-甲基氨基阿拉伯吡喃果糖苷，一些氨基糖苷类抗生素的成分

  摘要：

  氨基糖已由外消旋形式合成为山梨醛的异构体混合物。分子内N-亚磺酰基二烯亲和物Diels-Alder策略用于立体定向生成戊糖的手性中心。

  DOI：

  10.1016/s0040-4020(01)96517-2

文献信息

• Synthesis of (−)-syringolides 1 and 2
  作者：Shigefumi Kuwahara、Masahiko Moriguchi、Kazuhiro Miyagawa、Masako Konno、Osamu Kodama

  DOI：10.1016/0040-4020(95)00488-t

  日期：1995.8

  enantioselective synthesis of (−)-syringolides 1 and 2 which were isolated as specific elicitors produced by Pseudomonas syringae pv. tomato was accomplished in 11 steps from diethyl d tartrate. The specific rotations of synthetic samples were in good accord with those of the natural syringolides, and synthetic syringolide 2 showed almost the same biological activity as that of natural syringolide 2.

  （-）-丁香油酸酯1和2的对映选择性合成，其作为丁香假单胞菌pv产生的特定引发剂被分离。从酒石酸二乙酯分11步完成番茄。合成样品的比旋光度与天然丁香酚的旋光度非常一致，合成丁香酚2的生物活性几乎与天然丁香酚2的生物活性相同。
• Novel protection of 1,2-diol for trans-dihydroxycyclopentene ring construction by the C H insertion of alkylidene carbene: Formal total synthesis of (+)-trehazolin
  作者：Susumu Ohira、Atsuhito Kuboki、Yoshimi Takimoto、Kyosuke Matsuda、Saori Itasaki、Yuki Urushibata、Yoshiyuki Takano、Yuuki Nakamura

  DOI：10.1016/j.tetlet.2019.151085

  日期：2019.9

  The chiral vicinal diol was protected as 6-methylene-1,4-dioxepane to construct a cyclopentene ring by the CH insertion of alkylidene carbene. The removal of the protecting group was achieved in a few steps, affording the corresponding diol in a reasonable yield. Using these reactions, the known synthetic intermediate for (+)-trehazolin was synthesized from d-diethyl tartrate. In addition, a short

  通过亚烷基卡宾的C H插入，将手性邻位二醇保护为6-亚甲基-1,4-二氧戊环，以构建环戊烯环。只需几个步骤即可除去保护基，以合理的收率得到相应的二醇。使用这些反应，由酒石酸d-二乙酯合成了已知的（+）-trehazolin合成中间体。另外，描述了从d-甘露糖醇衍生物到中间体的短路径。
• Transannular Diels–Alder Studies of 14-Membered cis – trans – trans Macrocyclic Trienes Having Allylic Ether or Enone Dienophile
  作者：Rico Lavoie、Stéphane G Ouellet、Carol Dallaire、Yves L Dory、András Toró、Pierre Deslongchamps

  DOI：10.1016/s0040-4020(00)00455-5

  日期：2000.7

  Highly convergent, malonate alkylation based syntheses of the model macrocycles and their title investigations are reported. In the allylic ether dienophile case, a preference for tricycles with equatorial ether position was found at the transition state level. Ab initio calculations also show that the origin of this preference is not only steric but stereoelectronic as well. The enone dienophile case indicates that when the enone system is not totally twisted out of planarity by the macrocyclic environment, the Diels-Alder reaction follows the usual trend in terms of dienophile activation. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Synthesis of methyl 3-deoxy-3-methylaminoarabinopyranoside, a component of some aminoglycoside antibiotics
  作者：Stacy W. Remiszewski、Terry R. Stouch、Steven M. Weinreb

  DOI：10.1016/s0040-4020(01)96517-2

  日期：1985.1

  Amino sugar has been synthesized in racemic form as a mixture of anomers from sorbic aldehyde. An intramolecular N-sulfinyl dienophile Diels-Alder strategy was used to stereospecifically generate the chiral centers of pentose .

  氨基糖已由外消旋形式合成为山梨醛的异构体混合物。分子内N-亚磺酰基二烯亲和物Diels-Alder策略用于立体定向生成戊糖的手性中心。