(9S,10R,11R,12S,13R,14R,E)-13-methoxy-2,2,8,10,12,14,17,17,18,18-decamethyl-3,3-diphenyl-4,16-dioxa-3,17-disilanonadec-7-ene-9,11-diol | 1187630-44-9

• 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: (9S,10R,11R,12S,13R,14R,E)-13-methoxy-2,2,8,10,12,14,17,17,18,18-decamethyl-3,3-diphenyl-4,16-dioxa-3,17-disilanonadec-7-ene-9,11-diol
• CAS: 1187630-44-9
• 化学式: C₃₈H₆₄O₅Si₂
• 分子量: 657.094
• InChiKey: OMMYPBXHPGQZGQ-VRBDQTRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.57
• 重原子数：
  45.0
• 可旋转键数：
  16.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  68.15
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (9S,10R,11R,12S,13R,14R,E)-13-methoxy-2,2,8,10,12,14,17,17,18,18-decamethyl-3,3-diphenyl-4,16-dioxa-3,17-disilanonadec-7-ene-9,11-diol 在 水 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以91%的产率得到(2R,3R,4S,5R,6R,7S,E)-11-(tert-butyldiphenylsilyloxy)-3-methoxy-2,4,6,8-tetramethylundec-8-ene-1,5,7-triol
  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：

  (10R,11S,12S,13R,14R,E)-11-hydroxy-13-methoxy-2,2,8,10,12,14,17,17,18,18-decamethyl-3,3-diphenyl-4,16-dioxa-3,17-disilanonadec-7-en-9-one 在 zinc(II) tetrahydroborate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 以89%的产率得到(9S,10R,11R,12S,13R,14R,E)-13-methoxy-2,2,8,10,12,14,17,17,18,18-decamethyl-3,3-diphenyl-4,16-dioxa-3,17-disilanonadec-7-ene-9,11-diol
  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