[(4R,6S)-2,2-Dimethyl-6-((2S,3S)-3-trimethylsilanyl-oxiranyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester | 143800-10-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(4R,6S)-2,2-Dimethyl-6-((2S,3S)-3-trimethylsilanyl-oxiranyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester
• 英文别名: tert-butyl 2-[(4R,6S)-2,2-dimethyl-6-[(2S,3S)-3-trimethylsilyloxiran-2-yl]-1,3-dioxan-4-yl]acetate
• CAS: 143800-10-6
• 化学式: C₁₇H₃₂O₅Si
• 分子量: 344.524
• InChiKey: PCLOHNKXSGSSMI-DHMWGJHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  57.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(4R,6S)-2,2-Dimethyl-6-((2S,3S)-3-trimethylsilanyl-oxiranyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester 在 三氟乙酸 作用下， 反应 2.0h， 生成 (4R,6S,1'E)-4-hydroxy-6-(2'-phenylvinyl)-3,4,5,6-tetrahydro-2H-pyran-2-one
  参考文献：
  名称：

  New chiral blocks for introducing the side chain of HMG-CoA reductase inhibitors

  摘要：

  A couple of versatile building blocks (8 and 9) of the side chain portion found in many HMG-CoA reductase inhibitors have been prepared. The successful introduction of the side chain to an aromatic ring by 8 or 9 has been demonstrated.

  DOI：

  10.1016/s0040-4039(00)74684-3
• 作为产物：
  描述：

  (S)-5-Hydroxy-3-oxo-5-((2S,3S)-3-trimethylsilanyl-oxiranyl)-pentanoic acid tert-butyl ester 在 sodium tetrahydroborate 、 二乙基甲氧基硼烷 、 氢气 作用下， 生成 [(4R,6S)-2,2-Dimethyl-6-((2S,3S)-3-trimethylsilanyl-oxiranyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester
  参考文献：
  名称：

  New chiral blocks for introducing the side chain of HMG-CoA reductase inhibitors

  摘要：

  A couple of versatile building blocks (8 and 9) of the side chain portion found in many HMG-CoA reductase inhibitors have been prepared. The successful introduction of the side chain to an aromatic ring by 8 or 9 has been demonstrated.

  DOI：

  10.1016/s0040-4039(00)74684-3

文献信息

• New chiral blocks for introducing the side chain of HMG-CoA reductase inhibitors
  作者：Hirokazu Urabe、Tetsuji Matsuka、Fumie Sato

  DOI：10.1016/s0040-4039(00)74684-3

  日期：1992.7

  A couple of versatile building blocks (8 and 9) of the side chain portion found in many HMG-CoA reductase inhibitors have been prepared. The successful introduction of the side chain to an aromatic ring by 8 or 9 has been demonstrated.