(1R,2S,3S,6R)-3-异丙基-6-甲基-1,2-环己烷二醇 | 308355-91-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: (1R,2S,3S,6R)-3-异丙基-6-甲基-1,2-环己烷二醇
• 中文别名: 7-甲氧基-6-{(1R)-1-[1-(7-甲氧基-2,2-二甲基-2H-色烯-6-基)乙氧基]乙基}-2,2-二甲基-2H-色烯
• 英文名称: (1S,2R,3R,6S)-3-methyl-6-(methylethyl)cyclohexane-1,2-diol
• 英文别名: ((1S,2R,35,6R)-2-hydroxy-3-isopropyl-6-methyl-cyclohexanol)；(1S,2R,3S,6R)-2-hydroxy-3-isopropyl-6-methylcyclohexanol；(1R,2R,3S,4S)-p-menthane-2,3-diol；(1R,2R,3S,4S)-p-Menthan-2,3-diol；(1R)-1r-Methyl-4t-isopropyl-cyclohexandiol-(2c.3c)；(1R:2R:3S:4S)-p-Menthandiol-(2.3)；(1S,2R,3R,6S)-3-methyl-6-propan-2-ylcyclohexane-1,2-diol
• CAS: 308355-91-1
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: WQFGPARDTSBVLU-RGOKHQFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,2S,3S,6R)-3-异丙基-6-甲基-1,2-环己烷二醇 、 对甲苯磺酰氯 生成 (R,2R,3S,4S)-3-(toluene-4-sulfonyloxy)-p-menthan-2-ol
  参考文献：
  名称：

  457.立体化学的环己烷衍生物。第三部分 （+）-反式-对-薄荷基-2-烯的羟基化

  摘要：

  DOI：

  10.1039/jr9560002363
• 作为产物：
  描述：

  (+)-反式-对-薄荷-2-烯 在 吡啶 、 四氧化锇 、 苯 作用下， 生成 (1R,2S,3S,6R)-3-异丙基-6-甲基-1,2-环己烷二醇
  参考文献：
  名称：

  457.立体化学的环己烷衍生物。第三部分 （+）-反式-对-薄荷基-2-烯的羟基化

  摘要：

  DOI：

  10.1039/jr9560002363

文献信息

• Methods and systems for evaluating and predicting the reactivity of monooxygenase enzymes
  申请人：Fasan Rudi

  公开号：US09273342B2

  公开（公告）日：2016-03-01

  Methods and systems for evaluating and predicting the reactivity of natural and engineered monooxygenase enzymes are provided. Methods are provided for acquiring a functional profile (fingerprint) of monooxygenases that encode information regarding the active site configuration of such monooxygenases. Methods are also provided for carrying out analysis of a monooxygenase fingerprint, to formulate predictions regarding the reactivity properties (e.g., substrate reactivity, chemo-, regio, and stereoselectivity properties) of the fingerprinted monooxygenases.

  提供了评估和预测天然和工程单加氧酶酶反应性的方法和系统。提供了获取编码有关这些单加氧酶的活性位点配置信息的功能概要（指纹）的方法。还提供了进行单加氧酶指纹分析，以制定关于指纹化单加氧酶的反应性属性（例如底物反应性、化学、区域和立体选择性属性）的预测的方法。
• Insight into Acid-Mediated Asymmetric Spirocyclization in the Presence of a Chiral Diol.
  作者：Toshihiro KIGUCHI、Yuko TSURUSAKI、Satoshi YAMADA、Mariko ASO、Masakazu TANAKA、Kiyoshi SAKAI、Hiroshi SUEMUNE

  DOI：10.1248/cpb.48.1536

  日期：——

  Asymmetric spirocyclization based on intramolecular conjugate addition using a combination of a Lewis acid and an optically active cyclohexane-1, 2-diol has been studied in connection with 1) the effect of substituents on the cyclohexane-1, 2-diol and 2) the effect of substituents on the substrate. This reaction was found to be both thermodynamically and kinetically controlled under restricted conditions.

  基于分子内共轭加成的非对称螺环化反应，利用路易斯酸和光学活性环己烷-1, 2-二醇的组合进行了研究，主要涉及两个方面：1）取代基对环己烷-1, 2-二醇的影响；2）取代基对底物的影响。研究发现，在限制条件下，该反应在热力学和动力学上均受控。
• METHODS AND SYSTEMS FOR EVALUATING AND PREDICTING THE REACTIVITY OF MONOOXYGENASE ENZYMES
  申请人：Fasan Rudi

  公开号：US20140038850A1

  公开（公告）日：2014-02-06

  Methods and systems for evaluating and predicting the reactivity of natural and engineered monooxygenase enzymes are provided. Methods are provided for acquiring a functional profile (fingerprint) of monooxygenases that encode information regarding the active site configuration of such monooxygenases. Methods are also provided for carrying out analysis of a monooxygenase fingerprint, to formulate predictions regarding the reactivity properties (e.g., substrate reactivity, chemo-, regio, and stereoselectivity properties) of the fingerprinted monooxygenases.

  本发明提供了评估和预测天然和工程单加氧酶酶的反应性的方法和系统。提供了获取单加氧酶的功能配置文件（指纹）的方法，其中包含有关这些单加氧酶的活性位点配置的信息。还提供了进行单加氧酶指纹分析的方法，以制定关于指纹单加氧酶的反应性质（例如底物反应性，化学，区域和立体选择性属性）的预测。
• P450 Fingerprinting Method for Rapid Discovery of Terpene Hydroxylating P450 Catalysts with Diversified Regioselectivity
  作者：Kaidong Zhang、Shady El Damaty、Rudi Fasan

  DOI：10.1021/ja109590h

  日期：2011.3.16

  Engineered P450 enzymes constitute attractive catalysts for the selective oxidation of unactivated C-H bonds in complex molecules. A current bottleneck in the use of P450 catalysis for chemical synthesis is the time and effort required to identify the P450 variant(s) with the desired level of activity and selectivity. In this report, we describe a method to map the active site configuration of engineered P450 variants in high throughput using a set of semisynthetic chromogenic probes. Through analysis of the resulting 'fingerprints', reliable predictions can be made regarding the reactivity of these enzymes toward complex substrates structurally related to the fingerprint probes. In addition, fingerprint analysis offers a convenient and time-effective means to assess the regioselectivity properties of the fingerprinted P450s. The described approach can represent a valuable tool to expedite the discovery of P450 oxidation catalysts for the functionalization of relevant natural products such as members of the terpene family.
• 184. p-Menthane-2 : 3-diols. Part I. The hydroxylation of (±)-cis- and (±)-trans-Menth-2-enes
  作者：A. Killen Macbeth、W. G. P. Robertson

  DOI：10.1039/jr9530000895

  日期：——