7-[Tert-butyl(dimethyl)silyl]oxy-6,6-dimethylheptane-1,5-diol | 478242-94-3

• 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: 7-[Tert-butyl(dimethyl)silyl]oxy-6,6-dimethylheptane-1,5-diol
• CAS: 478242-94-3
• 化学式: C₁₅H₃₄O₃Si
• 分子量: 290.519
• InChiKey: QVIBBWIOAQFCNF-UHFFFAOYSA-N

物化性质

• 沸点：
  366.0±32.0 °C(Predicted)
• 密度：
  0.926±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-[Tert-butyl(dimethyl)silyl]oxy-6,6-dimethylheptane-1,5-diol 在 4 A molecular sieve titanium(IV) isopropylate 、 草酰氯 、 硼酸三甲酯 、 4 A molecular sieve 、 (R)-1,1'-Bi-2-naphthol 、 对甲苯磺酸 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 60.0h， 生成 tert-butyl-dimethyl-[2-methyl-2-[(2S)-2-prop-2-enyl-3,4-dihydro-2H-pyran-6-yl]propoxy]silane
  参考文献：
  名称：

  The Practical Synthesis of a Novel and Highly Potent Analogue of Bryostatin

  摘要：

  Macrocycle 1 is a new highly potent analogue of bryostatin 1, a promising anti-cancer agent currently in human clinical trials. In vitro, 1 displays picomolar affinity for PKC and exhibits over 100-fold greater potency than bryostatin 1 when tested against various human cancer cell lines. Macrocycle 1 can be generated in clinically required amounts by chemical synthesis in only 19 steps (LLS) and represents a new clinical lead for the treatment of cancer.

  DOI：

  10.1021/ja027509+
• 作为产物：
  描述：

  2,2-二甲基-1,3-丙二醇 在 pyridine-SO3 complex 、 甲基氯化镁 、 sodium hydride 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 38.0h， 生成 7-[Tert-butyl(dimethyl)silyl]oxy-6,6-dimethylheptane-1,5-diol
  参考文献：
  名称：

  The Practical Synthesis of a Novel and Highly Potent Analogue of Bryostatin

  摘要：

  Macrocycle 1 is a new highly potent analogue of bryostatin 1, a promising anti-cancer agent currently in human clinical trials. In vitro, 1 displays picomolar affinity for PKC and exhibits over 100-fold greater potency than bryostatin 1 when tested against various human cancer cell lines. Macrocycle 1 can be generated in clinically required amounts by chemical synthesis in only 19 steps (LLS) and represents a new clinical lead for the treatment of cancer.

  DOI：

  10.1021/ja027509+

文献信息

• [EN] BRYOSTATIN ANALOGUES, SYNTHETIC METHODS AND USES<br/>[FR] ANALOGUES DE LA BRYOSTATINE, PROCÉDÉS DE SYNTHÈSE ET UTILISATIONS
  申请人：UNIV LELAND STANFORD JUNIOR

  公开号：WO2009052507A1

  公开（公告）日：2009-04-23

  Biologically active compounds related to the bryostatin family of compounds, having simplified spacer domains and/or improved recognition domains are disclosed, including methods of preparing and utilizing the same.

  与拟静脉注射药物bryostatin家族相关的生物活性化合物，具有简化的间隔区域和/或改进的识别区域，包括其制备和利用方法。
• The Practical Synthesis of a Novel and Highly Potent Analogue of Bryostatin
  作者：Paul A. Wender、Jeremy L. Baryza、Chad E. Bennett、F. Christopher Bi、Stacey E. Brenner、Michael O. Clarke、Joshua C. Horan、Cindy Kan、Emmanuel Lacôte、Blaise Lippa、Peter G. Nell、Tim M. Turner

  DOI：10.1021/ja027509+

  日期：2002.11.1

  Macrocycle 1 is a new highly potent analogue of bryostatin 1, a promising anti-cancer agent currently in human clinical trials. In vitro, 1 displays picomolar affinity for PKC and exhibits over 100-fold greater potency than bryostatin 1 when tested against various human cancer cell lines. Macrocycle 1 can be generated in clinically required amounts by chemical synthesis in only 19 steps (LLS) and represents a new clinical lead for the treatment of cancer.