(E)-(S)-8-Benzyloxy-4-methyl-oct-2-enoic acid methyl ester | 190712-21-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-(S)-8-Benzyloxy-4-methyl-oct-2-enoic acid methyl ester
• 英文别名: methyl (E,4S)-4-methyl-8-phenylmethoxyoct-2-enoate
• CAS: 190712-21-1
• 化学式: C₁₇H₂₄O₃
• 分子量: 276.376
• InChiKey: CCADNKFWXXIRII-RUMSDORHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-(S)-8-Benzyloxy-4-methyl-oct-2-enoic acid methyl ester 在 AD-mix-α 、 甲基磺酰胺 、 camphor-10-sulfonic acid 作用下， 以 水 、 叔丁醇 为溶剂， 反应 27.0h， 生成 (4R,5S)-5-((S)-5-Benzyloxy-1-methyl-pentyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Sunthetic Studies of Microsclerodermins. A Stereoselective Synthesis of a Core Building Block for (2 S,3 R, 4 S,5 S,6 S, 11 E)-3-Amino-6-methyl-12-(4-methoxyphenyl)-2,4,5-trihydroxydodec-11-enoic Acid (AMMTD)

  摘要：

  A core building block 3 for (2S,3R,4S,5S,6S,11E)-3-aminod-methyl-12-(4-methoxyphenyl)-2,4,5-trihydroxydoda. -11-enoic acid (2, AMMTD) has been efficiently synthesized using the sharpless asymmetric dihydroxylation and the Dondoni's furan addition to a nitrone derivative as key steps. The 2-furyl group has been used as the carboxylsynthon. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00522-4
• 作为产物：
  描述：

  (S)-6-benzyloxy-2-methyl-1-hexanol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 13.0h， 生成 (E)-(S)-8-Benzyloxy-4-methyl-oct-2-enoic acid methyl ester
  参考文献：
  名称：

  Sunthetic Studies of Microsclerodermins. A Stereoselective Synthesis of a Core Building Block for (2 S,3 R, 4 S,5 S,6 S, 11 E)-3-Amino-6-methyl-12-(4-methoxyphenyl)-2,4,5-trihydroxydodec-11-enoic Acid (AMMTD)

  摘要：

  A core building block 3 for (2S,3R,4S,5S,6S,11E)-3-aminod-methyl-12-(4-methoxyphenyl)-2,4,5-trihydroxydoda. -11-enoic acid (2, AMMTD) has been efficiently synthesized using the sharpless asymmetric dihydroxylation and the Dondoni's furan addition to a nitrone derivative as key steps. The 2-furyl group has been used as the carboxylsynthon. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00522-4

文献信息

• Sunthetic Studies of Microsclerodermins. A Stereoselective Synthesis of a Core Building Block for (2 S,3 R, 4 S,5 S,6 S, 11 E)-3-Amino-6-methyl-12-(4-methoxyphenyl)-2,4,5-trihydroxydodec-11-enoic Acid (AMMTD)
  作者：Shigekazu Sasaki、Yasumasa Hamada、Takayuki Shioiri*

  DOI：10.1016/s0040-4039(97)00522-4

  日期：1997.4

  A core building block 3 for (2S,3R,4S,5S,6S,11E)-3-aminod-methyl-12-(4-methoxyphenyl)-2,4,5-trihydroxydoda. -11-enoic acid (2, AMMTD) has been efficiently synthesized using the sharpless asymmetric dihydroxylation and the Dondoni's furan addition to a nitrone derivative as key steps. The 2-furyl group has been used as the carboxylsynthon. (C) 1997 Elsevier Science Ltd.