4,4-二甲基-2-苯基-1,3-二恶烷 | 58303-59-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 中文名称: 4,4-二甲基-2-苯基-1,3-二恶烷
• 英文名称: 2-phenyl-4,4-dimethyl-1,3-dioxane
• 英文别名: 4,4-dimethyl-2-phenyl-[1,3]dioxane；4,4-Dimethyl-2-phenyl-1,3-dioxan；4,4-Dimethyl-2-phenyl-1,3-dioxane
• CAS: 58303-59-6
• 化学式: C₁₂H₁₆O₂
• mdl: MFCD18805680
• 分子量: 192.258
• InChiKey: QHRRJVRLIXTKIU-UHFFFAOYSA-N

物化性质

• 沸点：
  86 °C(Press: 2 Torr)
• 密度：
  1.0300 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4-二甲基-2-苯基-1,3-二恶烷 在 2,3,5-三甲基吡啶 、 2,2-双(过氧化叔丁基)丁烷 、 2-甲基十一烷-2-硫醇 作用下， 以 正辛烷 为溶剂， 反应 3.0h， 生成 苯甲酸异戊酯
  参考文献：
  名称：

  Radical-chain redox rearrangement of cyclic benzylidene acetals to benzoate esters in the presence of thiols

  摘要：

  Cyclic benzylidene acetals derived from 1,2- and 1,3-diols undergo an efficient ring-opening redox rearrangement to give benzoate esters in the presence of a peroxide initiator and a thiol, which acts as a polarity-reversal catalyst to promote the radical-chain reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01904-3
• 作为产物：
  描述：

  异戊二醇 、 苯甲醛 在 4-甲基苯磺酸吡啶 作用下， 以 苯 为溶剂， 生成 4,4-二甲基-2-苯基-1,3-二恶烷
  参考文献：
  名称：

  Feilding; Franchi; Roberts, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2002, vol. 2, # 1, p. 155 - 163

  摘要：

  DOI：

文献信息

• Diastereoselective aldol synthesis using acetal templates
  作者：Kazuaki Ishihara、Hisashi Yamamoto、Clayton H. Heathcock

  DOI：10.1016/s0040-4039(00)99590-x

  日期：——

  Stereoselectivity of the Mukaiyama reaction is dramatically changed by the steric features of acetal structures.

  乙醛结构的空间特征极大地改变了Mukaiyama反应的立体选择性。
• Bis(pentafluorophenyl) disulfide as a hydrogen abstractor and an electron acceptor from the resulting radical intermediate
  作者：Masaru Tada、Emi Katayama、Naoto Sakurai、Keita Murofushi

  DOI：10.1016/j.tetlet.2003.10.211

  日期：2004.1

  The pentafluorobenzenethiyl radical is an efficient hydrogen abstractor from an activated methylene or methine group and bis(pentafluorophenyl) disulfide is an efficient electron acceptor from the resulting radical intermediate. Thus benzyl-OTBS ether was easily converted into the corresponding pinacol, and 2-phenyl-1,3-dioxanes are converted into the monobenzoates of diols.

  五氟苯硫基自由基是来自活化的亚甲基或次甲基的有效氢提取剂，而双（五氟苯基）二硫化物是来自所得自由基中间体的有效电子受体。因此，苄基-OTBS醚很容易转化为相应的频哪醇，而2-苯基-1,3-二恶烷则转化为二醇的单苯甲酸酯。
• CYCLIC PEPTIDE COMPOUND HAVING HIGH MEMBRANE PERMEABILITY, AND LIBRARY CONTAINING SAME
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：EP3636807A1

  公开（公告）日：2020-04-15

  The present inventors have found that when screening for cyclic peptide compounds that can specifically bind to a target molecule, the use of a library including cyclic peptide compounds having a long side chain in the cyclic portion can improve the hit rate for cyclic peptide compounds that can specifically bind to the target molecule. Meanwhile, the present inventors have found that tryptophan and tyrosine residues, which have conventionally been used in oral low molecular-weight pharmaceuticals and are amino acid residues having an indole skeleton or a hydroxyphenyl group, are not suitable for peptides intended to attain high membrane permeability.

  本发明人发现，在筛选能与目标分子特异性结合的环肽化合物时，使用包括环状部分具有长侧链的环肽化合物库，可以提高能与目标分子特异性结合的环肽化合物的命中率。同时，本发明者发现色氨酸和酪氨酸残基不适合用于旨在获得高膜渗透性的肽，这两种残基通常用于口服低分子量药物，是具有吲哚骨架或羟基苯基的氨基酸残基。
• AMINO ACID HAVING FUNCTIONAL GROUP CAPABLE OF INTERMOLECULAR HYDROGEN BONDING, PEPTIDE COMPOUND CONTAINING SAME AND METHOD FOR PRODUCTION THEREOF
  申请人：CHUGAI SEIYAKU KABUSHIKI KAISHA

  公开号：EP3896056A1

  公开（公告）日：2021-10-20

  It has been found that the membrane permeability of peptide compounds can be improved by making at least one of amino acids constituting the peptide compound be an amino acid having a side chain capable of forming an intramolecular hydrogen bond.

  研究发现，通过使构成多肽化合物的氨基酸中至少有一个氨基酸具有能够形成分子内氢键的侧链，可以改善多肽化合物的膜渗透性。
• Studies on DMDO-mediated benzylidene acetal oxidation
  作者：David K. Mycock、Alexandra E. Sherlock、Paul A. Glossop、Christopher J. Hayes

  DOI：10.1016/j.tetlet.2008.08.062

  日期：2008.11

  We have shown that dimethyldioxirane (DMDO) can be used to effect an oxidative partial deprotection of benzylidene acetals derived from both 1,2- and 1,3-diols to afford hydroxy benzoate products. A wide range of functional groups are tolerated, and good to excellent yields are usually observed. The reactions are easy to perform and produce little waste other than acetone. (C) 2008 Elsevier Ltd. All rights reserved.