(4R,6R)-7-(tert-butyldiphenylsilyloxy)-6-hydroxy-4-methylhept-2E-enoic acid ethyl ester | 922516-84-5

• 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: (4R,6R)-7-(tert-butyldiphenylsilyloxy)-6-hydroxy-4-methylhept-2E-enoic acid ethyl ester
• 英文别名: ethyl (E,4R,6R)-7-[tert-butyl(diphenyl)silyl]oxy-6-hydroxy-4-methylhept-2-enoate
• CAS: 922516-84-5
• 化学式: C₂₆H₃₆O₄Si
• 分子量: 440.655
• InChiKey: HLUDSNLTCIWSEN-WRVYICFMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4R,6R)-7-(tert-butyldiphenylsilyloxy)-6-hydroxy-4-methylhept-2E-enoic acid ethyl ester 在 AD-mix-α 、 甲基磺酰胺 作用下， 以 水 、 叔丁醇 为溶剂， 反应 18.0h， 以95%的产率得到(2R,3S,4R,6R)-7-(tert-butyldiphenylsilyloxy)-2,3,6-trihydroxy-4-methylheptanoic acid ethyl ester
  参考文献：
  名称：

  Stereoselective synthesis of a C19–C26 fragment of amphidinolides G and H

  摘要：

  A short, stereoselective synthesis of the C-19-C-26 segment of the structure of the cytotoxic macrolides amphidinolides G and H is reported. A precursor from the chiral pool has been used as the starting material. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.10.024
• 作为产物：
  描述：

  (3R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-tetrahydro-furan-2-ol 、 乙氧甲酰基亚甲基三苯基膦 以 甲苯 为溶剂， 反应 16.0h， 以936 mg的产率得到(4R,6R)-7-(tert-butyldiphenylsilyloxy)-6-hydroxy-4-methylhept-2E-enoic acid ethyl ester
  参考文献：
  名称：

  Stereoselective synthesis of a C19–C26 fragment of amphidinolides G and H

  摘要：

  A short, stereoselective synthesis of the C-19-C-26 segment of the structure of the cytotoxic macrolides amphidinolides G and H is reported. A precursor from the chiral pool has been used as the starting material. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.10.024

文献信息

• Stereoselective synthesis of a C19–C26 fragment of amphidinolides G and H
  作者：Pilar Formentín、Juan Murga、Miguel Carda、J. Alberto Marco

  DOI：10.1016/j.tetasy.2006.10.024

  日期：2006.11

  A short, stereoselective synthesis of the C-19-C-26 segment of the structure of the cytotoxic macrolides amphidinolides G and H is reported. A precursor from the chiral pool has been used as the starting material. (c) 2006 Elsevier Ltd. All rights reserved.