1-(2-methoxy-phenyl)-2,2-dimethyl-propane-1,3-diol | 98634-34-5

• 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: 1-(2-methoxy-phenyl)-2,2-dimethyl-propane-1,3-diol
• 英文别名: α.γ-Dioxy-β.β-dimethyl-α-(2-methoxy-phenyl)-propan；1-(2-Methoxy-phenyl)-2,2-dimethyl-propan-1,3-diol；1-(2-Methoxyphenyl)-2,2-dimethylpropane-1,3-diol
• CAS: 98634-34-5
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: VQZPCNOZMDWGDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 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：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-methoxy-phenyl)-2,2-dimethyl-propane-1,3-diol 在 三乙胺 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 (6-Chloro-pyridin-3-ylmethyl)-[(2R,4S)-4-(2-methoxy-phenyl)-5,5-dimethyl-2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-2-yl]-amine
  参考文献：
  名称：

  Synthesis and Biological Activity of Cis 2-(6-Chloropyridine-3-yl)methylamino-4-substitutedphenyl-5,5-dimethyl-1,3,2-dioxaphosphinane 2-Oxides

  摘要：

  A series of novel, asymmetric-cyclic phosphoramides containing substituted pyridine were synthesized via the condensation reactions of trans 2-chloro-4-substitutedphenyl-5, 5-dimethyl-1,3,2-dioxaphosphinane 2-oxide with 2-chloro-5-aminomethylpyridine or 3-aminomethylpyridine. The reactions show good stereoselectivity. Only the cis isomer from configuration inversion was obtained, which is the thermodynamic stable product. The structures of the products were characterized by H-1 NMR, P-31 NMR, IR, MS, and elemental analysis. The configuration of the product was determined by X-ray diffraction analysis. The results of preliminary bioassay showed that the new compounds possess potential insecticidal and fungicidal activities.

  DOI：

  10.1080/104265090902697
• 作为产物：
  描述：

  异丁醛 、 邻甲氧基苯甲醛 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 1-(2-methoxy-phenyl)-2,2-dimethyl-propane-1,3-diol
  参考文献：
  名称：

  Synthesis and Biological Activity of Cis 2-(6-Chloropyridine-3-yl)methylamino-4-substitutedphenyl-5,5-dimethyl-1,3,2-dioxaphosphinane 2-Oxides

  摘要：

  A series of novel, asymmetric-cyclic phosphoramides containing substituted pyridine were synthesized via the condensation reactions of trans 2-chloro-4-substitutedphenyl-5, 5-dimethyl-1,3,2-dioxaphosphinane 2-oxide with 2-chloro-5-aminomethylpyridine or 3-aminomethylpyridine. The reactions show good stereoselectivity. Only the cis isomer from configuration inversion was obtained, which is the thermodynamic stable product. The structures of the products were characterized by H-1 NMR, P-31 NMR, IR, MS, and elemental analysis. The configuration of the product was determined by X-ray diffraction analysis. The results of preliminary bioassay showed that the new compounds possess potential insecticidal and fungicidal activities.

  DOI：

  10.1080/104265090902697

文献信息

• Phase-Transfer Synthesis of Optically Pure Oxetanes Obtained from 1,2,2-Trisubstituted 1,3-Propanediols
  作者：Hu Xianming、Richard M. Kellogg

  DOI：10.1055/s-1995-3939

  日期：1995.5

  Treatment of the 3-monomethanesulfonates of 1,2,2-trisubstituted 1,3-propanediols under phase-transfer conditions affords 2-aryl (or alkyl)-3,3-dialkyloxetanes. Twelve oxetanes have been obtained by this method; three of these oxetanes have been obtained enantiomerically pure as both enantiomers starting from the appropriate enantiomerically pure 1,3-diols. In these reactions the chiral center does not undergo inversion and the oxetanes have the same absolute configuration as the starting 1,3-diols.

  在相转移条件下对1,2,2-三取代1,3-丙二醇的3-单甲磺酸酯进行处理，可以得到2-芳基（或烷基）-3,3-二烷氧杂环丁烷。通过这种方法获得了十二种氧杂环丁烷；其中三种氧杂环丁烷是作为两个对映体从相应的对映体纯的1,3-二醇中获得的。在这些反应中，手性中心不发生反转，氧杂环丁烷与起始的1,3-二醇具有相同的绝对构型。
• Dioxaphosphorinanes, their preparation and use for resolving optically active compounds
  申请人：STAMICARBON B.V.

  公开号：EP0180276A1

  公开（公告）日：1986-05-07

  New dioxcaphosphorinanes having the formula: in which: M denotes a hydrogen atom or a metal or ammonium ion, R1 and R2 denote a hydrogen atom, a halogen atom, an alkyl group having 1 up to 4 carbon atoms, an alkoxy group having 1 up to 4 carbon atoms, a nitro group or together denote a methylene dioxy group and R3 and R4 denote hydrogen atom, a halogen atom, an alkyl group having 1 up to 4 carbon atoms or together denote a cyclohexyl group, one at most of the groups R3 and R4 denoting a hydrogen atom. A process for the preparation of these dioxaphosphorinanes from a substituted 1-phenyl-1,3-dihydroxypropane by reacting this product with phosphoryl choride, the resolution of the dioxaphosphorinanes in optical isomers by reacting with an optically active amino compound and the resolution of racemates of a plurality of amino compounds, such as hydroxyphenylglycine and phenylalanine, in optically active isomers by reacting with said dioxaphosphorinanes are described.

  具有以下式子的新二氧磷杂环戊烷： 其中 M 表示氢原子或金属或铵离子、 R1 和 R2 表示氢原子、卤素原子、具有 1 个至 4 个碳原子的烷基、具有 1 个至 4 个碳原子的烷氧基、硝基或共同表示亚甲基二氧基，以及 R3 和 R4 表示氢原子、卤素原子、具有 1 个至 4 个碳原子的烷基或共同表示环己基，R3 和 R4 基团中最多有一个表示氢原子。 本发明描述了通过使取代的 1-苯基-1,3-二羟基丙烷与磷酰氯反应制备二氧磷杂环戊烷的工艺、通过与光学活性氨基化合物反应制备二氧磷杂环戊烷光学异构体的工艺以及通过与所述二氧磷杂环戊烷反应制备多种氨基化合物（如羟基苯基甘氨酸和苯丙氨酸）的外消旋体光学活性异构体的工艺。
• The design of resolving agents. Chiral cyclic phosphoric acids
  作者：Wolter Ten Hoeve、Hans Wynberg

  DOI：10.1021/jo00223a018

  日期：1985.11
• HOEVE, W. TEN;WYNBERG, H., J. ORG. CHEM., 1985, 50, N 23, 4508-4514
  作者：HOEVE, W. TEN、WYNBERG, H.

  DOI：——

  日期：——
• �ber einige Condensationsversuche von Isobutyraldehyd mit aromatischeno-Aldehyden
  作者：O. Herzog、O. Kruh

  DOI：10.1007/bf01525997

  日期：1900.10