(9R,10S,11R,12R,13R,14S,E)-17,17-diethyl-13-methoxy-2,2,8,10,12,14-hexamethyl-3,3-diphenyl-9,11-bis(triethylsilyloxy)-4,16-dioxa-3,17-disilanonadec-7-ene | 1187629-61-3

• 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: (9R,10S,11R,12R,13R,14S,E)-17,17-diethyl-13-methoxy-2,2,8,10,12,14-hexamethyl-3,3-diphenyl-9,11-bis(triethylsilyloxy)-4,16-dioxa-3,17-disilanonadec-7-ene
• 英文别名: tert-butyl-[(E,5R,6S,7R,8R,9R,10S)-9-methoxy-4,6,8,10-tetramethyl-5,7,11-tris(triethylsilyloxy)undec-3-enoxy]-diphenylsilane
• CAS: 1187629-61-3
• 化学式: C₅₀H₉₂O₅Si₄
• 分子量: 885.619
• InChiKey: DWAUOGVENADEBX-NSXJFYFMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.63
• 重原子数：
  59
• 可旋转键数：
  30
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (9R,10S,11R,12R,13R,14S,E)-17,17-diethyl-13-methoxy-2,2,8,10,12,14-hexamethyl-3,3-diphenyl-9,11-bis(triethylsilyloxy)-4,16-dioxa-3,17-disilanonadec-7-ene 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (2R,3S,4R,5R,6S,7R,E)-11-(tert-butyldiphenylsilyloxy)-3-methoxy-2,4,6,8-tetramethyl-5,7-bis(triethylsilyloxy)undec-8-enal
  参考文献：
  名称：

  Relative Stereochemical Determination and Synthesis of the C1−C17 Fragment of a New Natural Polyketide

  摘要：

  The challenging determination of the relative stereochemistry of a complex natural polyketide portion was achieved. After careful NMR analysis, a concise synthesis of a set of possible relative diastereomers (only 6 diastereomers out of the 32 initially envisioned) has been carried out using a common strategy based on enantioselective aldol reactions. With a high predictability, final NMR comparison established the relative stereochemistry of the C1-C17 fragment of this natural product.

  DOI：

  10.1021/jo9012833
• 作为产物：
  描述：

  (2S,3R,4S,5S,6S,7R,E)-11-(tert-butyldiphenylsilyloxy)-3-methoxy-2,4,6,8-tetramethylundec-8-ene-1,5,7-triol 、 三乙基硅基三氟甲磺酸酯 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 以99%的产率得到(9R,10S,11R,12R,13R,14S,E)-17,17-diethyl-13-methoxy-2,2,8,10,12,14-hexamethyl-3,3-diphenyl-9,11-bis(triethylsilyloxy)-4,16-dioxa-3,17-disilanonadec-7-ene
  参考文献：
  名称：

  Relative Stereochemical Determination and Synthesis of the C1−C17 Fragment of a New Natural Polyketide

  摘要：

  The challenging determination of the relative stereochemistry of a complex natural polyketide portion was achieved. After careful NMR analysis, a concise synthesis of a set of possible relative diastereomers (only 6 diastereomers out of the 32 initially envisioned) has been carried out using a common strategy based on enantioselective aldol reactions. With a high predictability, final NMR comparison established the relative stereochemistry of the C1-C17 fragment of this natural product.

  DOI：

  10.1021/jo9012833

文献信息

• Relative Stereochemical Determination and Synthesis of the C1−C17 Fragment of a New Natural Polyketide
  作者：Etienne Fleury、Marie-Isabelle Lannou、Olivia Bistri、François Sautel、Georges Massiot、Ange Pancrazi、Janick Ardisson

  DOI：10.1021/jo9012833

  日期：2009.9.18

  The challenging determination of the relative stereochemistry of a complex natural polyketide portion was achieved. After careful NMR analysis, a concise synthesis of a set of possible relative diastereomers (only 6 diastereomers out of the 32 initially envisioned) has been carried out using a common strategy based on enantioselective aldol reactions. With a high predictability, final NMR comparison established the relative stereochemistry of the C1-C17 fragment of this natural product.