tert-Butyl-[(Z)-1-((E)-2-methoxy-vinyl)-propenyloxy]-dimethyl-silane | 83399-60-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tert-Butyl-[(Z)-1-((E)-2-methoxy-vinyl)-propenyloxy]-dimethyl-silane
• 英文别名: tert-butyl-[(1E,3Z)-1-methoxypenta-1,3-dien-3-yl]oxy-dimethylsilane
• CAS: 83399-60-4
• 化学式: C₁₂H₂₄O₂Si
• 分子量: 228.407
• InChiKey: LVBNCGTVVYRYFT-PGGWCAKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  tert-Butyl-[(Z)-1-((E)-2-methoxy-vinyl)-propenyloxy]-dimethyl-silane 在 palladium dihydroxide 吡啶 、 aluminum oxide 、 potassium fluoride 、 四丙基高钌酸铵 、 氢气 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 32.92h， 生成 (2R,3R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-methyl-tetrahydro-pyran-4-one O-methyl-oxime
  参考文献：
  名称：

  Simple Structural Requirements for Sequence-Selective Peptide Receptors? Tripeptide Binding by a Podand Ionophore

  摘要：

  A simple, dye(R)-labeled and conformationally restricted ionophore 2 was prepared and screened for peptide binding using solid-supported combinatorial libraries of 24 389 protected and unprotected tripeptides. The ionophore was found generally to bind unhindered cationic peptides having arginines or N-terminal glycines. The podand was particularly selective in the case of unprotected tripeptides and was able to selectively bind a single tripeptide (L-Arg-L-Phe-D-AsP) from the unprotected similar to 24000-member tripeptide library. These results indicate that relatively simple organic molecules can make highly sequence-selective receptors for tripeptides. Structural features of such receptors are discussed.

  DOI：

  10.1021/jo970256w
• 作为产物：
  描述：

  (1E)-1-methoxypent-1-en-3-one 、 叔丁基二甲硅基三氟甲磺酸酯 以44%的产率得到
  参考文献：
  名称：

  DANISHEFSKY, S. J.;LARSON, E.;ASKIN, D.;KATO, NOBUO, J. AMER. CHEM. SOC., 1985, 107, N 5, 1246-1255

  摘要：

  DOI：

文献信息

• The Dihydropyrone Diels–Alder Reaction: Development and Application to the Synthesis of Highly Functionalized 1-Oxa-4-decalones
  作者：Punit P. Seth、Deqi Chen、Junquan Wang、Xiuchun Gao、Nancy I. Totah

  DOI：10.1016/s0040-4020(00)00863-2

  日期：2000.12

  A facile method for the synthesis of highly functionalized 1-oxadecalone derivatives is described via the Diels–Alder reaction of 2,3-dihydro-4-pyrone dienophiles with electron rich dienes. By this process a variety of functional groups and substitution patterns can be incorporated into the oxadecalone framework.

  通过2，3-二氢-4-吡喃二烯亲二烯体与富电子二烯的Diels-Alder反应，描述了一种合成高度官能化的1-oxadecalone衍生物的简便方法。通过该过程，可以将各种官能团和取代模式结合到奥沙德考尼框架中。
• On the scope, mechanism and stereochemistry of the Lewis acid catalyzed cyclocondensation of activated dienes with aldehydes: an application to the erythronolide problem
  作者：Samuel Danishefsky、Eric Larson、David Askin、Nobuo Kato

  DOI：10.1021/ja00291a026

  日期：1985.3
• Mechanistic variations in the Lewis acid-catalyzed cyclocondensation of siloxydienes with aldehydes
  作者：Eric R. Larson、Samuel Danishefsky

  DOI：10.1021/ja00387a056

  日期：1982.11
• On the Stereochemistry of the Dihydropyrone Diels−Alder Reaction
  作者：Punit P. Seth、Nancy I. Totah

  DOI：10.1021/ol9909637

  日期：1999.11.1

  [GRAPHICS]The Diels-Alder reaction of activated dihydropyrones with electron-rich dienes proceeds with synthetically useful levels of diastereoselectivity Product ratios vary with the nature and location of substituents on diene and dienophile, as well as with reaction conditions. Lewis acid catalyzed reactions of related pyrone and benzopyrone dienophiles are also diastereoselective.
• LARSON, E. R.;DANISHEFSKY, S., J. AMER. CHEM. SOC., 1982, 104, N 23, 6458-6460
  作者：LARSON, E. R.、DANISHEFSKY, S.

  DOI：——

  日期：——