| 133523-45-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• CAS: 133523-45-2
• 化学式: C₃₇H₆₆O₁₀
• 分子量: 670.925
• InChiKey: GZLPQXXWTBILTE-AMKNIVBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  47.0
• 可旋转键数：
  22.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  155.14
• 氢给体数：
  5.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  他克莫司 在 三乙酰氧基硼氢化钠 、 sodium cyanoborohydride 、 溶剂黄146 、 苄胺 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 生成
  参考文献：
  名称：

  On the remarkable propensity for carbon-carbon bond cleavage reactions in the C(8)-C(10) region of FK-506

  摘要：

  It has been deduced from a series of transformations that formation of a tetrahedral intermediate at C-9 in FD-506 occasions fragmentation of the C-9-C-10 bond by a retro-Claisen-like pathway or the C-9-C-8 bond by a benzilic acid type rearrangement. Reduction of FK-506 with L-Selectride leads to the formation of a boronate ester 18 rather than to the corresponding diol 17, which had previously been formulated. Direct reduction of FK-506 with sodium triacetoxyborohydride (or hydrolysis of 18) does provide access to (22S)-dihydro FK-506 17. The former reduction also leads to some 22R epimer, which is an intermediate in the total synthesis of FK-506.

  DOI：

  10.1021/jo00008a055