(S)-3-(2-isopropylphenoxy)propane-1,2-diol

• 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: (S)-3-(2-isopropylphenoxy)propane-1,2-diol
• 英文别名: (2S)-3-(2-propan-2-ylphenoxy)propane-1,2-diol
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: MUNHNZSWOMILSF-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	rac-3-(2-isopropylphenoxy)propane-1,2-diol	204583-98-2	C12H18O3	210.273
  异丙苯酚	2-(1-methylethyl)phenol	88-69-7	C9H12O	136.194

反应信息

• 作为产物：
  描述：

  异丙苯酚 在 吡啶 、 4-二甲氨基吡啶 、 sodium hydroxide 、 baker's yeast 、 草酰氯 、 sodium phosphate buffer 、 二甲基亚砜 、 三乙胺 、 蔗糖 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 3.83h， 生成 (S)-3-(2-isopropylphenoxy)propane-1,2-diol
  参考文献：
  名称：

  Baker's yeast mediated stereoselective biotransformation of 1-acetoxy-3-aryloxypropan-2-ones

  摘要：

  A series of 1-acetoxy-3-aryloxypropan-2-ones la-m were synthesized and subjected to biotransformation by baker's yeast yielding optically active monoacetates 5 or ent-5 and/or diols 4 of moderate to excellent enantiomeric purity. The dependence of the reduction/hydrolysis ratio and stereoselectivity on the size and substitution pattern of the aromatic moiety in the substrate is also discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00626-5

文献信息

• SUBSTITUTED BICYCLIC AZA-HETEROCYCLES AND ANALOGUES AS SIRTUIN MODULATORS
  申请人：GlaxoSmithKline, LLC

  公开号：US20140349993A1

  公开（公告）日：2014-11-27

  Provided herein are novel substituted bicyclic aza-heterocycle sirtuin-modulating compounds and methods of use thereof. The sirtuin-modulating compounds may be used for increasing the lifespan of a cell, and treating and/or preventing a wide variety of diseases and disorders including, for example, diseases or disorders related to aging or stress, diabetes, obesity, neurodegenerative diseases, cardiovascular disease, blood clotting disorders, inflammation, cancer, and/or flushing as well as diseases or disorders that would benefit from increased mitochondrial activity. Also provided are compositions comprising a sirtuin-modulating compound in combination with another therapeutic agent.

  本文提供了一种新颖的取代双环氮杂杂环丝氨酸调节化合物及其使用方法。这些丝氨酸调节化合物可用于延长细胞寿命，并治疗和/或预防各种疾病和疾病，包括与衰老或压力有关的疾病或疾病、糖尿病、肥胖症、神经退行性疾病、心血管疾病、血液凝块疾病、炎症、癌症和/或潮红，以及需要增加线粒体活性的疾病或疾病。还提供了包含丝氨酸调节化合物与另一种治疗剂组合的组合物。
• Substituted Bicyclic Aza-Heterocycles and Analogues as Sirtuin Modulators
  申请人：GlaxoSmithKline, LLC

  公开号：US20140249147A1

  公开（公告）日：2014-09-04

  Provided herein are novel substituted bicyclic aza-heterocycle sirtuin-modulating compounds and methods of use thereof. The sirtuin-modulating compounds may be used for increasing the lifespan of a cell, and treating and/or preventing a wide variety of diseases and disorders including, for example, diseases or disorders related to aging or stress, diabetes, obesity, neurodegenerative diseases, cardiovascular disease, blood clotting disorders, inflammation, cancer, and/or flushing as well as diseases or disorders that would benefit from increased mitochondrial activity. Also provided, are compositions comprising a sirtuin-modulating compound in combination with another therapeutic agent.

  本文提供了一种新型的取代双环氮杂杂环类Sirtuin调节化合物及其使用方法。这些Sirtuin调节化合物可用于增加细胞寿命，治疗和/或预防各种疾病和疾病，包括与衰老或压力有关的疾病或疾病、糖尿病、肥胖症、神经退行性疾病、心血管疾病、血液凝块性疾病、炎症、癌症和/或潮红，以及需要增加线粒体活性的疾病或疾病。同时，还提供了包含Sirtuin调节化合物和另一种治疗剂的组合物。
• Opening of Glycidol with Phenols in Water Using Catalytic Amounts of Sodium Hydroxide: A Practical Synthesis of 3-Aryloxy-1,2-propanediols
  作者：Stephen Palermo、Liladhar Waykole、Kau-Ming Chen、Mahavir Prashad、Kapa Prasad、Oljan Repic、Thomas J. Blacklock

  DOI：10.1080/00397919708004088

  日期：1997.5

  A practical synthesis of enantiopure 3-aryloxy-1,2-propanediols by opening of (S)-glycidol with phenols under aqueous conditions using catalytic amounts of sodium hydroxide is described.
• US9957271B2
  申请人：——

  公开号：US9957271B2

  公开（公告）日：2018-05-01
• Baker's yeast mediated stereoselective biotransformation of 1-acetoxy-3-aryloxypropan-2-ones
  作者：Gabriella Egri、Attila Kolbert、József Bálint、Elemér Fogassy、Lajos Novák、László Poppe

  DOI：10.1016/s0957-4166(97)00626-5

  日期：1998.1

  A series of 1-acetoxy-3-aryloxypropan-2-ones la-m were synthesized and subjected to biotransformation by baker's yeast yielding optically active monoacetates 5 or ent-5 and/or diols 4 of moderate to excellent enantiomeric purity. The dependence of the reduction/hydrolysis ratio and stereoselectivity on the size and substitution pattern of the aromatic moiety in the substrate is also discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.