Methanesulfonic acid 1-benzyl-2-oxo-2-phenyl-ethyl ester | 115424-34-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: Methanesulfonic acid 1-benzyl-2-oxo-2-phenyl-ethyl ester
• 英文别名: (1-Oxo-1,3-diphenylpropan-2-yl) methanesulfonate
• CAS: 115424-34-5
• 化学式: C₁₆H₁₆O₄S
• 分子量: 304.367
• InChiKey: IVMZPEBXSFOVLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid 1-benzyl-2-oxo-2-phenyl-ethyl ester 在 吡啶 作用下， 以 重水 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 5-[1-phenyl-2-(imidazol-1-yl)-2-benzylethylidene]aminoxypentanoic acid
  参考文献：
  名称：

  Nucleophilic substitution on α-mesyloxy-O-alkyloximes—I. Enantiospecific synthesis of 2-(imidazol-1-yl)-1,3-diphenylpropan-1-one O-alkyloximes

  摘要：

  An enantiospecific synthesis of (S)- and (R)-(E)-5-[1,3-diphenyl-2-(imidazol-l-yl)propylidene] aminooxypentanoic acids 1 using homochiral phenylalanines as starting material is described. Chiral alpha-hydroxyketones 9 were obtained from alpha-hydroxyacids 7 by Weinreb's ketone synthesis. Imidazole introduction by nucleophilic substitution on mesylate 10 led to 2-(imidazol-1-yl)propan-1-one derivative 3, key intermediate in the synthesis of 1. However, the low configurational stability displayed by compound 3 compromised its use in an enantiospecific synthesis. Homochiral compounds 1 were then obtained by a nucleophilic substitution on alpha-mesyloxy-O-alkyloxymes 14 which were in turn obtained from 9. This nucleophilic substitution on alpha-mesyloxy-O-alkyloxymes was not previously reported either on homochiral compounds or on racemic derivatives. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00505-8
• 作为产物：
  描述：

  N-Methyl-N-methoxy-2-hydroxy-3-phenylpropanamide 在 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 Methanesulfonic acid 1-benzyl-2-oxo-2-phenyl-ethyl ester
  参考文献：
  名称：

  Nucleophilic substitution on α-mesyloxy-O-alkyloximes—I. Enantiospecific synthesis of 2-(imidazol-1-yl)-1,3-diphenylpropan-1-one O-alkyloximes

  摘要：

  An enantiospecific synthesis of (S)- and (R)-(E)-5-[1,3-diphenyl-2-(imidazol-l-yl)propylidene] aminooxypentanoic acids 1 using homochiral phenylalanines as starting material is described. Chiral alpha-hydroxyketones 9 were obtained from alpha-hydroxyacids 7 by Weinreb's ketone synthesis. Imidazole introduction by nucleophilic substitution on mesylate 10 led to 2-(imidazol-1-yl)propan-1-one derivative 3, key intermediate in the synthesis of 1. However, the low configurational stability displayed by compound 3 compromised its use in an enantiospecific synthesis. Homochiral compounds 1 were then obtained by a nucleophilic substitution on alpha-mesyloxy-O-alkyloxymes 14 which were in turn obtained from 9. This nucleophilic substitution on alpha-mesyloxy-O-alkyloxymes was not previously reported either on homochiral compounds or on racemic derivatives. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00505-8

文献信息

• Säurehärtbare Zusammensetzung enthaltend einen maskierten Härtungskatalysator und Verfahren zu deren Härtung
  申请人：CIBA-GEIGY AG

  公开号：EP0084515A2

  公开（公告）日：1983-07-27

  Verbindungen der Formel l und ll worin R1, R2, R3, R4, R5 und R6, X, Y und n die im Anspruch 1 definierte Bedeutung haben, sind latente Härtungskatalysatoren für sauer härtbare Einbrennlacke. Sie zeichnen sich durch eine einwandfreie Löslichkeit in den säurehärtbaren Harzsystemen aus, sind im Dunkeln praktisch unbegrenzt lagerbar und ermöglichen bei Belichtung mit kurzwelligem Licht eine säurekatalytische Härtung der Harze bei relativ niedriger Temperatur.

  式 l 和 ll 的化合物，其中 R1、R2、R3、R4、R5 和 R6、X、Y 和 n 具有权利要求 1 中定义的含义，是酸固化搪瓷的潜在固化催化剂。 它们的特点是在酸固化树脂体系中具有完美的溶解性，几乎可以无限期地储存在黑暗中，当暴露在短波光下时，可以在相对较低的温度下对树脂进行酸催化固化。
• Light activatable anaerobic composition containing latent sulfonic acid source
  申请人：LOCTITE CORPORATION

  公开号：EP0251465A2

  公开（公告）日：1988-01-07

  An improved light activatable anaerobic curable composition of the type comprising: a) an acrylate or methacrylate monomer or prepolymer; b) a peroxide compound; c) a ferrocenyl compound; and d) an α- or β-sulfonyloxyacetophenone compound of the formula I, II or III. in which R, - R10, X, Y and n are as defined in Claim 1. The α-or β-sulfonyloxyphenone compound used in the compositions of the invention are distinguished by their rapid activation over existing onium salts.

  一种改进型光活化厌氧固化组合物，该组合物包括：a)丙烯酸酯或甲基丙烯酸酯单体或预聚物；b)过氧化物化合物；c)二茂铁化合物；和d)式I、II或III的α-或β-砜氧基苯乙酮化合物，其中R、-R10、X、Y和n如权利要求1所定义。 本发明组合物中使用的α-或β-砜氧基苯乙酮化合物的特点是比现有的鎓盐活化快。
• Photocatalysts for vinyl compounds activated by an electron donating hetero atom
  申请人：LOCTITE (IRELAND) Ltd.

  公开号：EP0249365A2

  公开（公告）日：1987-12-16

  Compositions of compounds having vinyl groups activated by electronically adjacent ether oxygen atoms, thioether sulfur atoms or tertiary amino atoms α- or β-sulfonyloxyacetophenone compounds which photodegrade to form sulfonic acids are photocurable by a cationic mechanism. Suitable examples of the vinyl compounds are vinyl ethers, p-stryloxy ethers and N-vinyl carbazole. Suitable examples of sulfonyloxyacetophenone compounds are the reaction products of α- or β-hydroxyacetophenone compounds and mono or plural sulfonyl chloride compounds.

  具有乙烯基并被电子相邻的醚氧原子、硫醚硫原子或三级氨基原子活化的α-或β-砜氧基苯乙酮化合物，经光降解后形成磺酸，可通过阳离子机制进行光固化。乙烯基化合物的合适例子有乙烯基醚、对-丙烯酰氧基醚和 N-乙烯基咔唑。磺酰氧基苯乙酮化合物的合适例子是 α- 或 β-羟基苯乙酮化合物与单个或多个磺酰氯化合物的反应产物。
• US4510290A
  申请人：——

  公开号：US4510290A

  公开（公告）日：1985-04-09
• US4636575A
  申请人：——

  公开号：US4636575A

  公开（公告）日：1987-01-13