Ethyl (S)-2-[(2'S,5'S)-5'-(4-methoxybenzyloxy)tetrahydropyran-2'-yl]-6-methylhept-5-enoate | 334972-60-0

• 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: Ethyl (S)-2-[(2'S,5'S)-5'-(4-methoxybenzyloxy)tetrahydropyran-2'-yl]-6-methylhept-5-enoate
• 英文别名: ethyl (2S)-2-[(2S,5S)-5-[(4-methoxyphenyl)methoxy]oxan-2-yl]-6-methylhept-5-enoate
• CAS: 334972-60-0
• 化学式: C₂₃H₃₄O₅
• 分子量: 390.52
• InChiKey: PMCSWDQLQBISJV-FKBYEOEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl (S)-2-[(2'S,5'S)-5'-(4-methoxybenzyloxy)tetrahydropyran-2'-yl]-6-methylhept-5-enoate 在 二异丁基氢化铝 作用下， 以 正己烷 为溶剂， 生成 (R)-2-[(2S,5S)-5-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-6-methyl-hept-5-en-1-ol
  参考文献：
  名称：

  Synthesis of (+)-testudinariol A, a triterpene metabolite of the marine mollusc Pleurobrancus testudinarius

  摘要：

  Testudinariol A (1) is an ichthyotoxic and structurally unusual triterpene alcohol isolated from the skin and the mucus of the marine mollusc Pleurobrancus testudinarius. A stereoselective synthesis of (+)-1 was achieved by starting from (R)-glycidol. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02179-1
• 作为产物：
  描述：

  (S)-hex-5-ene-1,2-diol 在 4-二甲氨基吡啶 、 四氧化锇 、 N-甲基吲哚酮 、 三氟甲磺酸 、 potassium tert-butylate 、 4-甲基苯磺酸吡啶 、 三乙胺 、 叔丁醇 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 水 、 丙酮 、 甲苯 、 叔丁醇 为溶剂， 生成 Ethyl (S)-2-[(2'S,5'S)-5'-(4-methoxybenzyloxy)tetrahydropyran-2'-yl]-6-methylhept-5-enoate
  参考文献：
  名称：

  Synthesis of (+)-testudinariol A, a triterpene metabolite of the marine mollusc Pleurobrancus testudinarius

  摘要：

  Testudinariol A (1) is an ichthyotoxic and structurally unusual triterpene alcohol isolated from the skin and the mucus of the marine mollusc Pleurobrancus testudinarius. A stereoselective synthesis of (+)-1 was achieved by starting from (R)-glycidol. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02179-1

文献信息

• Triterpenoid total synthesis. Part 6. Synthesis of testudinariols A and B, triterpene metabolites of the marine mollusc Pleurobrancus testudinarius.
  作者：Masao Yoshida、Hirosato Takikawa、Kenji Mori

  DOI：10.1039/b100777g

  日期：——

  Testudinariols A (1) and B (1′) are ichthyotoxic and structurally unusual triterpene alcohols isolated from the skin and the mucus of the marine mollusc Pleurobrancus testudinarius. The first synthesis of (+)-1 and (+)-1′ was achieved by starting from (R)-glycidol.

  Testudinariols A（1）和B（1'）具有鱼毒力，结构不寻常。三萜 酒类从海洋软体动物胸腔胸ran的皮肤和粘液中分离出来的。（+）- 1和（+）- 1'的第一个合成是通过从（R）-缩水甘油。
• Synthesis of (+)-testudinariol A, a triterpene metabolite of the marine mollusc Pleurobrancus testudinarius
  作者：Hirosato Takikawa、Masao Yoshida、Kenji Mori

  DOI：10.1016/s0040-4039(00)02179-1

  日期：2001.2

  Testudinariol A (1) is an ichthyotoxic and structurally unusual triterpene alcohol isolated from the skin and the mucus of the marine mollusc Pleurobrancus testudinarius. A stereoselective synthesis of (+)-1 was achieved by starting from (R)-glycidol. (C) 2001 Elsevier Science Ltd. All rights reserved.