1-(2'-chlorophenyl)-2,2-dimethyl-1,3-dihydroxy-propane | 98634-39-0

• 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'-chlorophenyl)-2,2-dimethyl-1,3-dihydroxy-propane
• 英文别名: 1-(2-chlorophenyl)-2,2-dimethyl-1,3-propanediol；1-(2-Chlorophenyl)-2,2-dimethylpropane-1,3-diol
• CAS: 98634-39-0
• 化学式: C₁₁H₁₅ClO₂
• 分子量: 214.692
• InChiKey: QRVPERDYBIBNET-UHFFFAOYSA-N

物化性质

• 沸点：
  353.0±27.0 °C(Predicted)
• 密度：
  1.195±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  1-(2'-chlorophenyl)-2,2-dimethyl-1,3-dihydroxy-propane 在 sodium hydroxide 、 三乙胺 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 3.25h， 生成 (-)-4-(2-chlorophenyl)-2-hydroxy-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide
  参考文献：
  名称：

  The design of resolving agents. Chiral cyclic phosphoric acids

  摘要：

  DOI：

  10.1021/jo00223a018
• 作为产物：
  描述：

  2-氯苯甲醛 、 异丁醛 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 1-(2'-chlorophenyl)-2,2-dimethyl-1,3-dihydroxy-propane
  参考文献：
  名称：

  The design of resolving agents. Chiral cyclic phosphoric acids

  摘要：

  DOI：

  10.1021/jo00223a018

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。
• Process for producing optically active naphthalene derivative and optical resolver therefor
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US06800778B1

  公开（公告）日：2004-10-05

  The present invention provides a method of producing an optically active form of a compound represented by the formula (I) having a steroid C17,20-lyase inhibitory activity and is useful as an agent for the prophylaxis or treatment of prostatism, tumor such as breast cancer, and the like or a salt thereof, which method includes reacting a mixture of optically active compounds of a naphthalene derivative represented by the formula: wherein R is a nitrogen-containing heterocyclic group, R1 is a hydrogen atom, a hydrocarbon group or an aromatic heteromonocyclic group, R2 is a hydrogen atom or a lower alkyl group, * shows the position of an asymmetric carbon, R3, R4, R5, R6, R7, R8 and R9 are each independently a hydrogen atom, a hydrocarbon group, a hydroxy group, a thiol group, an amino group, a carbamoyl group, an acyl group or a halogen atom, and R7 is bonded with R6 or R8 to form, together with a carbon atom on a naphthalene ring, a 5 or 6-membered ring containing an oxygen atom, with an optically active form of a compound represented by the formula: wherein ring A is a benzene ring, R10 and R11 are the same or different and each is a hydrogen atom, a hydrocarbon group or a halogen atom, or R10 and R11 in combination show an alkylene group, * shows the position of an asymmetric carbon, and ring B and ring C are each an aromatic ring, separating the resulting salt, and isolating the optically active form, and a novel reagent for optical resolution.

  本发明提供了一种生产一种具有类固醇C17,20-裂解酶抑制活性的化合物的光学活性形式的方法，该化合物由式（I）表示，可用作预防或治疗前列腺增生、乳腺癌等肿瘤的药物或其盐。该方法包括将由式表示的萘衍生物的光学活性化合物混合物反应：其中R是含氮杂环基团，R1是氢原子、碳氢基团或芳香族杂单环基团，R2是氢原子或较低的烷基团，*表示一个不对称碳的位置，R3、R4、R5、R6、R7、R8和R9分别独立地是氢原子、碳氢基团、羟基、硫醇基、氨基、氨基甲酰基、酰基或卤素原子，其中R7与R6或R8结合，与萘环上的碳原子一起形成一个含氧原子的5或6元环。通过与由式表示的化合物的光学活性形式反应：其中环A是苯环，R10和R11相同或不同，分别是氢原子、碳氢基团或卤素原子，或R10和R11组合成一个烷基链，*表示一个不对称碳的位置，环B和环C分别是芳香环，分离得到的盐，并分离得到光学活性形式，以及用于光学分辨的新试剂。
• 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。
• PROCESS FOR PRODUCING OPTICALLY ACTIVE NAPHTHALENE DERIVATIVE AND OPTICAL RESOLVER THEREFOR
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP1227085B1

  公开（公告）日：2006-03-15
• The Synthesis and Biological Activities of <i>N</i>-(3-pyridylmethyl) <i>N</i> ′-(trans-2-thio-4-substitutedphenyl- 5,5-dimethyl-1,3,2-dioxaphosphinane-2-yl)thioureas
  作者：De-Qing Shi、Abudhaim Feras、Y. Hamdan、Yi Liu、Xiao-Song Tan

  DOI：10.1080/10426500500542968

  日期：2006.8.1

  A series of novel title compounds were synthesized by the addition reaction of trans 2-isothiocyano-4-substitutedphenyl-5,5-dimethyl-1,3,2-dioxaphosphinane-2-sulfide to 3-aminomethylpyridine or 2-chloro-5-amino methylpyridine. Their structures were confirmed by H-1 NMR, P-31 NMR, IR, MS, and elemental analyses. Results of preliminary bioassay showed that all new compounds possess good fungicidal activity and insecticidal activity to some extent.