(3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-4-((2S,3R,5S)-5-methoxy-3-methyl-tetrahydro-furan-2-yl)-butyric acid (3E,5E)-(R)-7-hydroxy-1,8-dimethyl-nona-3,5-dienyl ester | 204004-40-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-4-((2S,3R,5S)-5-methoxy-3-methyl-tetrahydro-furan-2-yl)-butyric acid (3E,5E)-(R)-7-hydroxy-1,8-dimethyl-nona-3,5-dienyl ester
• CAS: 204004-40-0
• 化学式: C₂₈H₅₂O₇Si
• 分子量: 528.802
• InChiKey: HPTRZPXZWLNQMZ-FLFUIAQWSA-N

物化性质

• 沸点：
  557.155±50.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.018±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.63
• 重原子数：
  36.0
• 可旋转键数：
  14.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  83.45
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-4-((2S,3R,5S)-5-methoxy-3-methyl-tetrahydro-furan-2-yl)-butyric acid (3E,5E)-(R)-7-hydroxy-1,8-dimethyl-nona-3,5-dienyl ester 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 反应 12.0h， 以77%的产率得到(3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-4-((2S,3R,5S)-5-methoxy-3-methyl-tetrahydro-furan-2-yl)-butyric acid (3E,5E)-(R)-1,8-dimethyl-7-oxo-nona-3,5-dienyl ester
  参考文献：
  名称：

  Toward a total synthesis of an aglycone of spiramycin; preparation of a C-10/C-15 fragment

  摘要：

  Esters of the dienyl iodide 2a, which was obtained stereoselectively from the corresponding tin derivative 2b, were shown to condense with i-butyraldehyde in the conditions of the Kishi-Nozaki-Takai reaction without alteration of the E,E configuration of the butadiene moiety. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)83164-4
• 作为产物：
  描述：

  (3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-4-((2S,3R,5S)-5-methoxy-3-methyl-tetrahydro-furan-2-yl)-butyric acid 在 chromium dichloride 、 4-二甲氨基吡啶 、 2,4,6-三氯苯甲酰氯 、 三乙胺 、 nickel dichloride 作用下， 以 四氢呋喃 、 二甲基亚砜 、 甲苯 为溶剂， 反应 7.0h， 生成 (3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-4-((2S,3R,5S)-5-methoxy-3-methyl-tetrahydro-furan-2-yl)-butyric acid (3E,5E)-(R)-7-hydroxy-1,8-dimethyl-nona-3,5-dienyl ester
  参考文献：
  名称：

  Toward a total synthesis of an aglycone of spiramycin; preparation of a C-10/C-15 fragment

  摘要：

  Esters of the dienyl iodide 2a, which was obtained stereoselectively from the corresponding tin derivative 2b, were shown to condense with i-butyraldehyde in the conditions of the Kishi-Nozaki-Takai reaction without alteration of the E,E configuration of the butadiene moiety. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)83164-4