(R,R)-1,2-bis(1-hydroxypropyl)benzene

• 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: (R,R)-1,2-bis(1-hydroxypropyl)benzene
• 英文别名: 1.2-bis(1-hydroxypropyl)benzene；(R,R)-1-[2-(1-hydroxy-propyl)-phenyl]-propan-1-ol；1,1'-(1,2-Phenylene)bis[(1R)-1-propanol]；(1R)-1-[2-[(1R)-1-hydroxypropyl]phenyl]propan-1-ol
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: SQAKRQZYQYSWDP-VXGBXAGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  (R,R)-1,2-bis(1-hydroxypropyl)benzene 在 对甲苯磺酸 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 11.0h， 生成 (S,S)-1,2-bis(1-hydroxypropyl)benzene
  参考文献：
  名称：

  手性拆分剂 (S)-ALBO-V 光学拆分具有邻二甲苯结构的 C2-对称外消旋 1,4-二醇

  摘要：

  使用 (S)-5-allyl-2-oxabicyclo[3.3.0] 辛烯 ((S)- ALBO-V) 作为手性拆分剂。非对映体...

  DOI：

  10.1246/bcsj.20150066
• 作为产物：
  描述：

  1,2-bis((R)-1-(((3aS,6aS)-3a-allylhexahydro-6aH-cyclopenta[b]furan-6a-yl)oxy)propyl)benzene 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以98%的产率得到(R,R)-1,2-bis(1-hydroxypropyl)benzene
  参考文献：
  名称：

  手性拆分剂 (S)-ALBO-V 光学拆分具有邻二甲苯结构的 C2-对称外消旋 1,4-二醇

  摘要：

  使用 (S)-5-allyl-2-oxabicyclo[3.3.0] 辛烯 ((S)- ALBO-V) 作为手性拆分剂。非对映体...

  DOI：

  10.1246/bcsj.20150066

文献信息

• Enantioselective dialkylation of 1,2-phthalicdicarboxaldehyde
  作者：Henk Kleijn、Johann T.B.H Jastrzebski、Jaap Boersma、Gerard van Koten

  DOI：10.1016/s0040-4039(01)00586-x

  日期：2001.6

  procedure is reported for the enantioselective synthesis of C2-symmetric diols derived from 1,2-phthalicdicarboxaldehyde. The first step involves the enantioselective addition of a dialkylzinc compound to one of the aldehyde groups, affording a lactol organozinc derivative. In the second step this lactol derivative is converted to the appropriate diol with the aid of a Grignard reagent and subsequent hydrolysis

  报道了一种新的两步一锅法，该方法用于衍生自1,2-邻苯二甲醛的C 2对称二醇的对映选择性合成。第一步涉及将二烷基锌化合物对映选择性地加成到一个醛基上，得到乳醇有机锌衍生物。在第二步中，借助于格利雅试剂将该乳糖醇衍生物转化为合适的二醇，然后进行水解。该方法还可以合成不对称二醇。
• Syntheses of Novel <i>C</i>₂-Symmetric Chiral Bidentate Bis(<i>N</i>-heterocyclic carbene) Ligands and Their Molybdenum Complexes
  作者：Satoshi Anezaki、Yoshitaka Yamaguchi、Masatoshi Asami

  DOI：10.1246/cl.2010.398

  日期：2010.4.5

  Novel chiral bis(N-heterocyclic carbene) was prepared starting from (S,S)- and (R,R)-1,2-bis(1-hydroxypropyl)benzene. The chiral bis(N-heterocyclic carbene) (NHC) ligand formed C2-symmetric chiral ...

  以 (S,S)- 和 (R,R)-1,2-双（1-羟丙基）苯为原料制备了新型手性双（N-杂环卡宾）。手性双（N-杂环卡宾）（NHC）配体形成C2对称手性...
• [EN] CHIRAL DIOLS, THEIR MANUFACTURE AND LIGANDS AND CATALYSTS DERIVED THEREFROM<br/>[FR] NOUVEAUX DIOLS CHIRAUX, FABRICATION, LIGANDS ET CATALYSEURS DERIVES DE CES DIOLS
  申请人：CIBA SC HOLDING AG

  公开号：WO2004031109A3

  公开（公告）日：2004-12-23
• Synthesis of α,β-unsaturated dioxanes, dioxolanes and dioxepanes by trans-acetalisation of dimethylacetals with meso or C2-symmetrical 1,2-, 1,3- and 1,4-diols
  作者：Loı̈c Lemiègre、Fleur Lesetre、Jean-Claude Combret、Jacques Maddaluno

  DOI：10.1016/j.tet.2003.11.009

  日期：2004.1

  Several o-dibenzylic diols were prepared reacting organometallics with o-phthalaldehyde at room temperature in ether. The identity of the meso and C-2-symmetrical (D,L) isomers as well as their ratio were determined by chiral gas chromatography. The meso and C-2 (racemic) stereoisomeric diols were easily separated by flash chromatography on silica gel. A set of 18 alpha,beta-unsaturated acetals were then prepared reacting those, as well as commercially available 1,2, 1,3 and 1,4 diols, with the corresponding methylacetals in acidic medium. A trans-acetalisation procedure adapted to the cases of fragile allylic alcohols or unfavorable 1,6 diols-derived dioxonanes based on a Dean-Stark trapping of methanol was also employed. (C) 2003 Elsevier Ltd. All rights reserved.
• Optical Resolution of <i>C</i>₂-Symmetric Racemic 1,4-Diols with <i>o</i>-Xylylene Structure by Chiral Resolving Agent (<i>S</i>)-ALBO-V
  作者：Masatoshi Asami、Lvling Zhong、Naoki Sekiguchi、Kumiko Yamada、Yuya Hiwatashi、Toshiro Taniguchi、Naoya Hosoda、Suguru Ito

  DOI：10.1246/bcsj.20150066

  日期：2015.7.15

  Optical resolution of C2-symmetric racemic 1,4-diols, 1,2-bis(1-hydroxyalkyl)benzene, was examined using (S)-5-allyl-2-oxabicyclo[3.3.0]octene ((S)-ALBO-V) as chiral resolving agent. Diastereomeric...

  使用 (S)-5-allyl-2-oxabicyclo[3.3.0] 辛烯 ((S)- ALBO-V) 作为手性拆分剂。非对映体...