2-allyl-3-oxohept-6-enoic acid methyl ester | 111086-20-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-allyl-3-oxohept-6-enoic acid methyl ester
• 英文别名: Methyl 3-oxo-2-prop-2-enylhept-6-enoate
• CAS: 111086-20-5
• 化学式: C₁₁H₁₆O₃
• 分子量: 196.246
• InChiKey: NQGCAKKFPPSEFC-UHFFFAOYSA-N

物化性质

• 沸点：
  254.9±25.0 °C(predicted)
• 密度：
  0.974±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-allyl-3-oxohept-6-enoic acid methyl ester 生成
  参考文献：
  名称：

  SNIDER, B. B.;DOMBROWSKI, M. A., J. ORG. CHEM., 52,(1987) N 24, 5487-5489

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙酰基戊-4-烯酸甲酯 、 3-溴丙烯 在 正丁基锂 、 sodium hydride 作用下， 生成 2-allyl-3-oxohept-6-enoic acid methyl ester
  参考文献：
  名称：

  基于锰 (III) 的氧化自由基串联和三重环化

  摘要：

  Les reaction du titre 贴花 a l'allyl-2methyl-6 oxo-3 heptene-6 oate demethyle donne lemethyl-5 methylene-6 oxo-2 bicyclo [3.2.1] Octanecarboxylate-1 demethyle。Le [cyclohexene-1″ yl-3' oxo-1' 丙基]-2 pentene-4 oate demethyle donne l'六氢亚甲基-9 oxo-2 ethano-1,4a naphtalene carboxylate-1 demethyle。Le二甲基-2,6 oxo-3 undecadiene-6,10 oate demethyle donne lemethyl-7a八氢茚二酮-1,5

  DOI：

  10.1021/ja00163a044

文献信息

• Esterified polysaccharide products and beta-lactone ring opened ketene dimer products containing the compositions, and process of making the same
  申请人：——

  公开号：US20020106747A1

  公开（公告）日：2002-08-08

  Esterified polysaccharides and the process of making such products are disclosed. The process can be enzymatic where an enzyme is used as a catalyst for the reaction. The process can also be chemical where no enzyme is used. Novel Products are obtained through lipase-catalyzed &bgr;-lactone ring opening alcoholysis of ketene dimers and the process of making such compositions containing products.

  本发明公开了酯化多糖和制造此类产品的工艺。该工艺可以是酶法工艺，即使用酶作为反应的催化剂。该工艺也可以是化学工艺，即不使用酶。通过脂肪酶催化的酮二聚体的&bgr;-内酯开环醇解和制造含有产品的这种组合物的工艺，获得了新产品。
• Reduction of 2-substituted 3-oxoglutarates mediated by baker's yeast. Variation in enantioselectivity without corresponding variation in diastereoselectivity
  作者：Tuncer Arslan、Steven A. Benner

  DOI：10.1021/jo00060a048

  日期：1993.4

  The reduction of 2-substituted 3-oxoglutarates by yeast yields a new class of chiral building blocks, 2-allyl- and 2-propargyl-3-hydroxyglutarates. These are useful as starting points for the synthesis of, inter alia, branched chain analogs of sugars and nucleosides. When allyl is the side chain, the principal product has the absolute configuration (2S,3S), proven by correlation with a compound whose absolute configuration was established by crystallography. Several features of this yeast-mediated reduction are noteworthy. First, its diastereoselectivity is higher than its enantioselectivity, especially with the propargyl side chain. Further, with all substrates, variation in enantioselectivity is not manifested by a variation in diastereoselectivity. This example therefore serves as a warning for those using yeast-mediated reactions that diastereoselectivity cannot be accepted as a substitute for direct measurements of enantioselectivity, even with analogous substrates and similar reaction conditions. Finally, an unexpected metabolism of impurities in the starting material by the yeast made the overall transformation preparatively useful.
• Manganese(III)-based oxidative free radical cyclizations. 5. Termination of polycyclization by oxidative .beta.-hydride elimination
  作者：Barry B. Snider、Mark A. Dombroski

  DOI：10.1021/jo00233a042

  日期：1987.11
• ESTERIFIED POLYSACCHARIDE PRODUCTS, COMPOSITIONS CONTAINING BETA-LACTONE RING OPENED KETENE DIMER PRODUCTS AND PROCESS OF MAKING THE SAME
  申请人：HERCULES INCORPORATED

  公开号：EP1278780B1

  公开（公告）日：2004-12-15
• ESTERIFIED POLYSACCHARIDE PRODUCTS AND $g(G)-LACTONE RING OPENED KETENE DIMER PRODUCTS CONTAINING THE COMPOSITIONS, AND PROCESS OF MAKING THE SAME
  申请人：HERCULES INCORPORATED

  公开号：EP1278780A2

  公开（公告）日：2003-01-29