(1S,4S)-4-phenylmethoxycyclohex-2-en-1-ol | 84029-26-5

• 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: (1S,4S)-4-phenylmethoxycyclohex-2-en-1-ol
• CAS: 84029-26-5；84029-29-8；135182-45-5
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: XODKPJPDMFHUFR-CHWSQXEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,4S)-4-phenylmethoxycyclohex-2-en-1-ol 在 四氧化锇 、 十二/十四烷基二甲基氧化胺 作用下， 以 水 、 丙酮 、 叔丁醇 为溶剂， 生成 (1S,2R,3R,4S)-4-Benzyloxy-cyclohexane-1,2,3-triol 、 (1R,2R,3R,4R)-4-Benzyloxy-cyclohexane-1,2,3-triol
  参考文献：
  名称：

  Evidence for Stereoelectronic Control in the OsO4 Bis-hydroxylation of trans-Cyclohex-2-ene-1,4-diols. Synthesis of Differentially Protected myo-Inositol Derivatives

  摘要：

  DOI：

  10.1021/jo00120a046
• 作为产物：
  描述：

  [(cyclohex-2-en-1-yloxy)methyl]benzene 在 Rhodococcus rhodochrous 9703 、 氧气 作用下， 生成 (1S,4S)-4-phenylmethoxycyclohex-2-en-1-ol
  参考文献：
  名称：

  Biohydroxylation Reactions Catalyzed by Enzymes and Whole-Cell Systems

  摘要：

  The biohydroxylation of a number of cyclic substrates (3-24) containing aromatic side chains was used to compare substrate specificity and selectivity of hydroxylation using microbial enzymes and whole-cell biocatalysts. In general, the regioselectivity of reaction was remarkably similar between the different catalysts in that little aromatic or benzylic, but significant aliphatic hydroxylation was observed. However, a more detailed investigation of isolated products showed complementary substrate specificity, functional group compatibility, and regioselectivity of hydroxylation. Substrate specificity and regioselectivity could be further modulated by small changes to the nature of the aromatic side chain, which appears to play an important role in substrate recognition, (C) 1999 Academic Press.

  DOI：

  10.1006/bioo.1999.1135

文献信息

• Design and synthesis of 6α-substituted 2β,4α-dihydroxy-1β-phosphoryloxycyclohexanes, potent inhibitors of inositol monophosphatase
  作者：Raymond Baker、Carmel Carrick、Paul D. Leeson、Ian C. Lennon、Nigel J. Liverton

  DOI：10.1039/c39910000298

  日期：——

  Molecular superimposition studies have led to the design and synthesis of 2β,4α-dihydroxy-6α-[5-(2-hydroxyphenyl)pentyloxy]-1β-phosphoryloxycyclohexane, a potent inhibitor of inositol monophosphatase.

  分子叠加研究导致的2β，设计和合成4 α -二羟基-6- α - [5-（2-羟基苯基）戊氧基]-1β-phosphoryloxycyclohexane，肌醇单磷酸酶的强效抑制剂。