(3S)-2,2,4-trimethyl-pentan-1,3-diol | 1221590-59-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3S)-2,2,4-trimethyl-pentan-1,3-diol
• 英文别名: (3S)-2,2,4-trimethylpentane-1,3-diol；(3s)-2,2,4-Trimethyl-1,3-pentanediol
• CAS: 1221590-59-5
• 化学式: C₈H₁₈O₂
• 分子量: 146.23
• InChiKey: JCTXKRPTIMZBJT-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• 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

• 作为产物：
  描述：

  (S)-1-methoxy-2,2,4-trimethyl-pentan-3-ol 在 碘代三甲硅烷 、 sodium iodide 作用下， 以 四氯化碳 为溶剂， 以70%的产率得到(3S)-2,2,4-trimethyl-pentan-1,3-diol
  参考文献：
  名称：

  Acid-catalyzed aldol-Meerwein–Ponndorf–Verley-etherification reactions—access to defined configured quaternary stereogenic centers

  摘要：

  A novel asymmetric aldol-reduction-etherification process of aliphatic enolizable aldehydes is described. The intermediately formed aldol adducts-beta-hydroxyaldehydes-were reduced and transformed into the corresponding 1,3-diol ethers by external secondary alcohols at the same time. Thus, with the help of chiral secondary alcohols an access to optically active 1,3-diol ether is given. Furthermore, asymmetric cross-aldol-Meerwein-Ponndorf reactions of enolizable aldehydes can also be realized under these reaction conditions. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.069

文献信息

• Enantioselective Evans-Tishchenko Reduction of b-Hydroxyketone Catalyzed by Lithium Binaphtholate
  作者：Tomonori Ichibakase、Masato Nakatsu、Makoto Nakajima

  DOI：10.3390/molecules16065008

  日期：——

  Lithium diphenylbinaphtholate catalyzed the enantioselective Evans-Tishchenko reduction of achiral b-hydroxyketones to afford monoacyl-protected 1,3-diols with high stereoselectivities. In the reaction of racemic b-hydroxyketones, kinetic optical resolution occurred in a highly stereoselective manner.

  锂二苯基二萘酚酸盐催化了非对称的埃文斯-季辰科还原反应，将非手性的β-羟基酮转化为单酰保护的1,3-二醇，具有高的立体选择性。在对映体的β-羟基酮反应中，发生了高度立体选择性的动力学光学分辨。
• ALPHA HYDROXY AMIDES
  申请人：MERCK PATENT GMBH

  公开号：US20150250792A1

  公开（公告）日：2015-09-10

  The present invention relates to alpha hydroxy amides including compounds of formula I and related compounds and their use in the prophylaxis and treatment of inflammatory disorders and diseases, wherein: T 1 denotes one of the following groups: T 2 -W denotes one of the following groups: W denotes a single bond, or a group selected from —CHR c — and —CH═CH—; and R W denotes a group selected from H, Hal, linear or branched alkyl, Ar, Het, Cyc, —(CH 2 ) n Ar, —(CH 2 ) n Het, —(CH 2 ) n Cyc, —(CH 2 ) n OAr, —(CH 2 ) n OHet, —(CH 2 ) n OCyc, or A.

  本发明涉及α-羟基酰胺，包括公式I和相关化合物，并其在预防和治疗炎症性疾病和疾病中的使用，其中：T1代表以下其中之一的基团：T2-W代表以下其中之一的基团：W代表单键，或从—CHRc—和—CH═CH—中选择的基团；RW代表从H、Hal、线性或支链烷基、Ar、Het、Cyc、—(CH2)nAr、—(CH2)nHet、—(CH2)nCyc、—(CH2)nOAr、—(CH2)nOHet、—(CH2)nOCyc或A中选择的基团。
• Asymmetric Acid-Catalyzed Meerwein−Ponndorf−Verley−Aldol Reactions of Enolizable Aldehydes
  作者：Andrea Seifert、Ulf Scheffler、Morris Markert、Rainer Mahrwald

  DOI：10.1021/ol100093u

  日期：2010.4.16

  A highly, stereo- and regioselective Meerwein - Ponndorf - Verley - Aldol etherification process of enolizable aldehydes is described. This new transformation is catalyzed by trifluoroacetic acid. The method also allows cross-aldol reactions with alpha-branched enolizable aldehydes and thus provides access to defined configured quaternary stereogenic centers.
• Acid-catalyzed aldol-Meerwein–Ponndorf–Verley-etherification reactions—access to defined configured quaternary stereogenic centers
  作者：Andrea Seifert、Kerstin Rohr、Rainer Mahrwald

  DOI：10.1016/j.tet.2011.11.069

  日期：2012.1

  A novel asymmetric aldol-reduction-etherification process of aliphatic enolizable aldehydes is described. The intermediately formed aldol adducts-beta-hydroxyaldehydes-were reduced and transformed into the corresponding 1,3-diol ethers by external secondary alcohols at the same time. Thus, with the help of chiral secondary alcohols an access to optically active 1,3-diol ether is given. Furthermore, asymmetric cross-aldol-Meerwein-Ponndorf reactions of enolizable aldehydes can also be realized under these reaction conditions. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.