1D-1,2-O-cyclohexylidene-6-O-levulinoyl-3,4-O-(tetraisopropyldisiloxane-1,3-diyl)-5-O-triethylsilyl-myo-inositol | 171191-30-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 1D-1,2-O-cyclohexylidene-6-O-levulinoyl-3,4-O-(tetraisopropyldisiloxane-1,3-diyl)-5-O-triethylsilyl-myo-inositol
• 英文别名: [(1S,2S,6R,7S,8R,9S)-11,11,13,13-tetra(propan-2-yl)-8-triethylsilyloxyspiro[3,5,10,12,14-pentaoxa-11,13-disilatricyclo[7.5.0.02,6]tetradecane-4,1'-cyclohexane]-7-yl] 4-oxopentanoate
• CAS: 171191-30-3
• 化学式: C₃₅H₆₆O₉Si₃
• 分子量: 715.16
• InChiKey: QMKNIIPFFANFBS-ZGSWEVDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.44
• 重原子数：
  47
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  98.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1D-1,2-O-cyclohexylidene-6-O-levulinoyl-3,4-O-(tetraisopropyldisiloxane-1,3-diyl)-5-O-triethylsilyl-myo-inositol 在 四丁基氟化铵 、 苯甲酸 作用下， 以78%的产率得到1D-1,2-O-cyclohexylidene-6-O-levulinoyl-myo-inositol
  参考文献：
  名称：

  Synthesis of natural PI(3,4,5)P3

  摘要：

  Natural phosphatidylinositol 3,4,5-trisphosphate which has been believed to have stearoyl and arachidonoyl groups at the sn-1 and -2 positions, respectively, has been synthesized using 1,2-O-cyclohexylidene-3,4-O-disiloxanyl-myo-inositol as the pivotal intermediate. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00034-3
• 作为产物：
  描述：

  Inositol 在 Lipase CES 、 sodium methylate 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 生成 1D-1,2-O-cyclohexylidene-6-O-levulinoyl-3,4-O-(tetraisopropyldisiloxane-1,3-diyl)-5-O-triethylsilyl-myo-inositol
  参考文献：
  名称：

  Synthetic Strategies Based on Phosphite Chemistry for Inositol Phosphates and Phospholipids

  摘要：

  DOI：

  10.1080/10426509608545155

文献信息

• Synthesis of 1d-distearoylphosphatidyl-MYO-inositol 3,4,5-tris(dihydrogen phosphate)
  作者：Yutaka Watanabe、Masaya Tomioka、Shoichiro Ozaki

  DOI：10.1016/0040-4020(95)00515-a

  日期：1995.8

  Distearoylphosphatidyl-myo-inositol 3,4,5-tris(dihydrogen phosphate) (PIP3) with the natural configuration was synthesized concisely by regioselective protection and phosphorylation starting from enzymatically resolved 1d-1,2-cyclohexylidene-myo-inositol.

  Distearoylphosphatidyl-肌肌醇3,4,5-三（磷酸二氢）（PIP3）与天然构型通过区域选择性的保护和磷酸化从开始简明地合成酶解决了1D-1,2- cyclohexylidene-肌醇肌醇。
• Synthesis of PI(3,4,5)P3 with unsaturated and saturated fatty acid chains
  作者：Yutaka Watanabe、Mitsunobu Nakatomi

  DOI：10.1016/s0040-4020(99)00551-7

  日期：1999.8

  Synthesis of three PI(3,4,5)P(3)s, sn-1-O-stearoyl-sn-2-O-arachidonoyl, stearoyl-linolenoyl, and distearoyl phosphatidyl-myo-inositol 3,4,5-trisphosphate with the natural configuration for the arachidonoyl version was established by employing 9-fluorenylmethyl-protected phosphate derivatives. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Synthetic Strategies Based on Phosphite Chemistry for Inositol Phosphates and Phospholipids
  作者：Yutaka Watanabe、Tadashi Okazaki、Takashi Yamamoto、Shoichiro Ozaki

  DOI：10.1080/10426509608545155

  日期：——
• Synthesis of natural PI(3,4,5)P3
  作者：Yutaka Watanabe、Mitsunobu Nakatomi

  DOI：10.1016/s0040-4039(98)00034-3

  日期：1998.3

  Natural phosphatidylinositol 3,4,5-trisphosphate which has been believed to have stearoyl and arachidonoyl groups at the sn-1 and -2 positions, respectively, has been synthesized using 1,2-O-cyclohexylidene-3,4-O-disiloxanyl-myo-inositol as the pivotal intermediate. (C) 1998 Elsevier Science Ltd. All rights reserved.