trans-1-(2-Hydroxyethyl)-1,4-cyclohexanediol | 93675-85-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: trans-1-(2-Hydroxyethyl)-1,4-cyclohexanediol
• 英文别名: cis-1-(2-hydroxyethyl)cyclohexane-1,4-diol；rengyol；regyol
• CAS: 93675-85-5
• 化学式: C₈H₁₆O₃
• 分子量: 160.213
• InChiKey: TWORTZAXDSRCIT-OCAPTIKFSA-N

物化性质

• 熔点：
  56-57 °C
• 沸点：
  312.0±27.0 °C(Predicted)
• 密度：
  1.196±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.03
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.69
• 氢给体数：
  3.0
• 氢受体数：
  3.0

安全信息

• 海关编码：
  2906199090

反应信息

• 作为反应物：
  描述：

  trans-1-(2-Hydroxyethyl)-1,4-cyclohexanediol 、 4-硝基苯-Β-D-吡喃葡萄糖苷 在 Sulfolobus solfataricus crude homogenate 作用下， 生成 rengyoside A 、
  参考文献：
  名称：

  Chemoenzymatic synthesis of rengyoside -A, -B, isorengyoside and synthesis of their aglycones

  摘要：

  The chemoenzymatic synthesis of a group of naturally occurring cyclohexylethanoids, rengyoside-A, -B and isorengyoside, has been performed by enzymatic glucosidation of their chemically synthesized aglycones, rengyol, rengyoxide and isorengyol. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00138-5
• 作为产物：
  描述：

  2-phenyl-1,3-dioxa-spiro[5.5]undecan-9-one 在 palladium on activated charcoal 吡啶 、 甲醇 、 氢气 、 potassium carbonate 、 lithium tri-sec-butyl(hydrido)borate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 11.0h， 生成 trans-1-(2-Hydroxyethyl)-1,4-cyclohexanediol
  参考文献：
  名称：

  Chemoenzymatic synthesis of rengyoside -A, -B, isorengyoside and synthesis of their aglycones

  摘要：

  The chemoenzymatic synthesis of a group of naturally occurring cyclohexylethanoids, rengyoside-A, -B and isorengyoside, has been performed by enzymatic glucosidation of their chemically synthesized aglycones, rengyol, rengyoxide and isorengyol. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00138-5

文献信息

• 1,3-Diol Synthesis via Controlled, Radical-Mediated C−H Functionalization
  作者：Ke Chen、Jeremy M. Richter、Phil S. Baran

  DOI：10.1021/ja802491q

  日期：2008.6.1

  The invention of a method for the synthesis of 1,3-diols from the corresponding alcohols is described, via controlled, radical-mediated C-H functionalization. The sequence described herein entails near quantitative conversion to the corresponding trifluoroethyl carbamate, followed by a variant of the Hofmann-Löffler-Freytag reaction, cyclization, and hydrolysis to provide the 1,3-diols. In addition

  描述了通过受控的自由基介导的 CH 官能化从相应的醇合成 1,3-二醇的方法的发明。本文所述的序列需要近乎定量地转化为相应的氨基甲酸三氟乙酯，然后是 Hofmann-Löffler-Freytag 反应的变体、环化和水解以提供 1,3-二醇。除了本文提供的 10 个实例之外，这种定向氧官能化还促进了四种天然产物的合成。该方法被证明与其他已知的 CH 氧化是正交的。最后，这个序列是高效、实用、廉价且可扩展的。
• METHOD FOR SEPARATING EIGHTEEN COMPONENTS IN TRADITIONAL CHINESE MEDICINE COMPOSITION
  申请人：Shijiazhuang Yiling Pharmaceutical Co., Ltd.

  公开号：EP3680248A1

  公开（公告）日：2020-07-15

  The invention belongs to the field of quality analysis and control of traditional Chinese medicine, and provides a method for separating eighteen components in a traditional Chinese medicine composition, comprising: (1) preparing the traditional Chinese medicine composition into a total extract of the traditional Chinese medicine composition, separating by resin through sequentially eluting with water, 10% ethanol and 30% ethanol, and collecting the 30% ethanol eluate to obtain a 30% ethanol extract; (2) adding the 30% ethanol extract to a reverse phase silica gel ODS-AQ-HG, and separating in a medium pressure separation column to obtain differently numbered elution dry pastes; (3) dissolving the differently numbered elution dry paste with 30% methanol as a solvent, and passing the solution through a 0.45 µm microporous membrane, carrying out a primary separation by high performance liquid chromatography and collecting chromatographic peaks with different retention times, and further purifying by high performance liquid chromatography; finally obtaining the components of eighteen components. The separation method of the present invention enables in-depth study of the chemical components of a pharmaceutical composition.

  本发明属于中药质量分析与控制领域，提供了一种分离中药组合物中十八种成分的方法，包括：(1)将中药组合物制备成中药组合物的总提取液，通过树脂依次用水、10%乙醇和30%乙醇洗脱分离，收集30%乙醇洗脱液，得到30%乙醇提取液；(2) 将 30%乙醇提取液加入反相硅胶 ODS-AQ-HG，在中压分离柱中分离，得到不同编号的洗脱干膏； (3) 以 30%甲醇为溶剂溶解不同编号的洗脱干膏，溶液通过 0.45 µm的微孔膜，用高效液相色谱进行一级分离，收集不同保留时间的色谱峰，再用高效液相色谱进一步纯化；最后得到十八种组分的组分。本发明的分离方法可以深入研究药物组合物的化学成分。
• [EN] 1,3-DIOL SYNTHESIS VIA CONTROLLED, RADICAL-MEDIATED C-H FUNCTIONALIZATION<br/>[FR] SYNTHÈSE DE 1,3-DIOL PAR FONCTIONNALISATION CONTRÔLÉE DE C-H AVEC RADICAUX
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2009137691A3

  公开（公告）日：2009-12-23
• Chemo enzymatic synthesis of Rengyol and Isorengyol
  作者：Christoph Kobler、Franz Effenberger

  DOI：10.1016/j.tet.2006.03.012

  日期：2006.5

  Cyanohydrins 2 of O-protected 4-hydroxycyclohexanones 1 are excellent starting compounds for the synthesis of Isorengyol (I) and Rengyol (II). The cyano group of the O-benzyl derivative 2d is first converted into the corresponding aldehyde 4, which via Wittig olefination led to the vinyl Compound 6. Hydroboration of the trans-derivative (trans-6) leads, after debenzylation, to Isorengyol, whereas hydroboration and debenzylation of the cis-isomer (cis-6) gives Rengyol. With hydroxynitrile lyases (HNLs) as catalysts the stereoselective preparation of cis- as well as trans-cyanohydrin 2d is possible, which enables the selective preparation of Isorengyol or Rengyol, respectively. The trans-con figuration of Isorengyol and the cis-configuration of Rengyol were secured by X-ray crystal structure analysis. (c) 2006 Elsevier Ltd. All rights reserved.
• US6063383A
  申请人：——

  公开号：US6063383A

  公开（公告）日：2000-05-16