1,1-diphenyl-2,3-epoxypropan-1-ol | 101017-74-7

• 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: 1,1-diphenyl-2,3-epoxypropan-1-ol
• 英文别名: 1,1-diphenyl-1-hydroxy-2,3-epoxy-propane；Oxiran-2-yl(diphenyl)methanol
• CAS: 101017-74-7
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: STSGQLMGMDCDCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  32.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-diphenyl-2,3-epoxypropan-1-ol 在 二氯二茂钛 、 sodium hydride 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 6.0h， 生成 2,2-diphenyl-3-(hydroxymethyl)-4-methylenetetrahydrofuran
  参考文献：
  名称：

  Stereoselective Synthesis of Polysubstituted Tetrahydrofurans by Radical Cyclization of Epoxides Using a Transition-Metal Radical Source. Application to the Total Synthesis of (±)-Methylenolactocin and (±)-Protolichesterinic Acid

  摘要：

  Radical cyclization reactions of substituted alpha-(prop-2-ynyloxy) epoxides using bis(cyclopentadienyl)-titanium(III) chloride as the radical source resulted in polysubstituted tetrahydrofurans. Titanium(III) species were prepared in situ from commercially available titanocene dichloride and zinc dust in tetrahydrofuran, Upon radical cyclization, 2-aryl epoxides 3a-e afforded only trans products 4a-e whereas the 2-alkyl epoxides 3f-h formed a mixture of isomeric products 4f-h in a ratio of 5:1. Some of the aryl tetrahydrofuran derivatives have already been used for the synthesis of bioactive furofuran lignans. 2-Pentyl-3-(hydroxymethyl)-4-methylenetetrahydrofuran (4f) and 2-tridecyl-3-(hydroxymethyl)-4-methylenetetrahydrofuran (4g) have been transformed to two antitumor antibiotics (+/-)-methylenolactocin (1f) and (+/-)-protolichesterinic acid (1g), respectively, in good overall yield.

  DOI：

  10.1021/jo971526d
• 作为产物：
  描述：

  1,1-diphenylprop-2-en-1-ol 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 以81%的产率得到1,1-diphenyl-2,3-epoxypropan-1-ol
  参考文献：
  名称：

  Stereoselective Synthesis of Polysubstituted Tetrahydrofurans by Radical Cyclization of Epoxides Using a Transition-Metal Radical Source. Application to the Total Synthesis of (±)-Methylenolactocin and (±)-Protolichesterinic Acid

  摘要：

  Radical cyclization reactions of substituted alpha-(prop-2-ynyloxy) epoxides using bis(cyclopentadienyl)-titanium(III) chloride as the radical source resulted in polysubstituted tetrahydrofurans. Titanium(III) species were prepared in situ from commercially available titanocene dichloride and zinc dust in tetrahydrofuran, Upon radical cyclization, 2-aryl epoxides 3a-e afforded only trans products 4a-e whereas the 2-alkyl epoxides 3f-h formed a mixture of isomeric products 4f-h in a ratio of 5:1. Some of the aryl tetrahydrofuran derivatives have already been used for the synthesis of bioactive furofuran lignans. 2-Pentyl-3-(hydroxymethyl)-4-methylenetetrahydrofuran (4f) and 2-tridecyl-3-(hydroxymethyl)-4-methylenetetrahydrofuran (4g) have been transformed to two antitumor antibiotics (+/-)-methylenolactocin (1f) and (+/-)-protolichesterinic acid (1g), respectively, in good overall yield.

  DOI：

  10.1021/jo971526d

文献信息

• Muscarinic Receptor Antagonists
  申请人：Salman Mohammad

  公开号：US20080280883A1

  公开（公告）日：2008-11-13

  This present invention generally relates to muscarinic receptor antagonists which are useful, among other uses, for the treatment of various diseases of the respiratory, urinary and gastrointestinal systems mediated through muscarinic receptors. The invention also relates to the process for the preparation of disclosed compounds, pharmaceutical compositions containing the disclosed compounds, and the methods for treating diseases mediated through muscarinic receptors.

  本发明通常涉及可用于治疗通过毒蕈碱受体介导的呼吸系统、泌尿系统和胃肠系统的各种疾病的毒蕈碱受体拮抗剂。该发明还涉及揭示化合物的制备过程、含有揭示化合物的制药组合物以及治疗通过毒蕈碱受体介导的疾病的方法。
• Substituierte Oxirane
  申请人：BAYER AG

  公开号：EP0154806A2

  公开（公告）日：1985-09-18

  Neue substituierte Oxirane der Formel in welcher X für gegebenenfalls substituiertes Alkyl, Cycloalkyl, gegebenenfalls substituiertes Phenyl, gegebenenfalls substituiertes Phenylalkyl, gegebenenfalls substituiertes Phenoxyalkyl oder gegebenenfalls substituiertes Phenalkoxyalkyl steht, Y für Wasserstoff, gegebenenfalls substituiertes Alkyl, gegebenenfalls substituiertes Aryl, gegebenenfalls substituiertes Aralkyl, für gegebenenfalls substituiertes Cycloalkyl oder für Pyridyl steht, oder X und Y gemeinsam für eine Alkylenkette mit 4 bis 6 Kohlenstoffatomen oder für die Reste der Formeln und stehen, worin R5 und R6 unabhängig voneinander für Wasserstoff, Halogen, Alkyl, Alkoxy, Alkylthio, Halogenalkyl oder Phenyl stehen, R1 für Wasserstoff, gegebenenfalls substituiertes Alkyl, Acyl, Alkenyl oder gegebenenfalls substituiertes Aralkyl steht und R2, R3 und R4 unabhängig voneinander für Wasserstoff oder Alkyl stehen, mehrere Verfahren zur Herstellung der neuen Stoffe und deren Verwendung als Pflanzenbehandlungsmittel.

  式中的新型取代环氧乙烷 其中 X 是任选取代的烷基、环烷基、任选取代的苯基、任选取代的苯基烷基、任选取代的苯氧基烷基或任选取代的苯氧基烷基、 Y 代表氢、任选取代的烷基、任选取代的芳基、任选取代的芳烷基、任选取代的环烷基或吡啶基，或 X 和 Y 共同代表具有 4 至 6 个碳原子的亚烷基链或式中的基团 和 其中 R5 和 R6 各自代表氢、卤素、烷基、烷氧基、烷硫基、卤代烷基或苯基、 R1 代表氢、任选取代的烷基、酰基、烯基或任选取代的芳烷基，以及 R2、R3 和 R4 相互独立地代表氢或烷基、 制备新物质并将其用作植物处理剂的多种工艺。
• ——
  作者：I. M. Martynova、L. P. Stepovik、V. A. Dodonov

  DOI：10.1023/a:1012357318443

  日期：——

  The system consisting of aluminum tert-butylate and tert-butyl hydroperoxide under rnild conditions (20 degreesC) oxidizes tri- and tetrasubstituted ethylenes containing at least one alpha -methyl group. The reaction proceeds via formation of tertiary allylic hydroperoxides and their subsequent transformations into unsaturated alcohols and epoxy alcohols, and also into carbonyl compounds. The presence of the latter products suggests degradation of the carbon skeleton of alkenes.
• Tungsten-, Molybdenum-, and Cerium-Promoted Regioselective and Stereospecific Halogenation of 2,3-Epoxy Alcohols and 2,3-Epoxy Sulfonamides
  作者：Chuan Wang、Hisashi Yamamoto

  DOI：10.1021/ol503091n

  日期：2014.11.21

  The first catalytic regioselective and stereospecific halogenation of 2,3-epoxy alcohols and 2,3-epoxy sulfonamides has been developed. Under the catalysis of commercially available W- or Mo-salts, complemented by the method using cerium halides, the C-3 selective ring opening of structurally diverse epoxides with Cl-, Br-, and I-nucleophiles afforded various halohydrins in good yields and high regioselectivities.
• MUSCARINIC RECEPTOR ANTAGONISTS
  申请人：Ranbaxy Laboratories Limited

  公开号：EP1794161A2

  公开（公告）日：2007-06-13