1-Acetoxy-5-hexen-2-on | 52775-22-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Acetoxy-5-hexen-2-on
• 英文别名: 1-Acetoxy-5-hexen-2-one；2-oxohex-5-enyl acetate
• CAS: 52775-22-1
• 化学式: C₈H₁₂O₃
• 分子量: 156.181
• InChiKey: CFDNBOXHXMAFBS-UHFFFAOYSA-N

物化性质

• 沸点：
  219.2±23.0 °C(Predicted)
• 密度：
  0.999±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  1-Acetoxy-5-hexen-2-on 在 sodium hydroxide 、 Amberlyst 15 、 蔗糖 作用下， 以 乙醚 、 水 为溶剂， 反应 12.5h， 生成 (R)-γ-羟甲基-γ-丁内酯 (R)-4,5-二氢-5-羟甲基-2(3H)-呋喃酮 (R)-5-羟甲基-2-氧代四氢呋喃
  参考文献：
  名称：

  Chemico-microbial syntheses of Japanese beetle and mosquito oviposition pheromones

  摘要：

  Japanese beetle and mosquito oviposition attractant pheromones have been synth

  DOI：

  10.1016/s0040-4020(01)86371-7
• 作为产物：
  描述：

  1-acetoxy-5-hexen-2(R,S)-ol 在 jones reagent 作用下， 以 丙酮 为溶剂， 反应 0.5h， 生成 1-Acetoxy-5-hexen-2-on
  参考文献：
  名称：

  Chemico-microbial syntheses of Japanese beetle and mosquito oviposition pheromones

  摘要：

  Japanese beetle and mosquito oviposition attractant pheromones have been synth

  DOI：

  10.1016/s0040-4020(01)86371-7

文献信息

• Asymmetric reduction of ketones using recombinant E. coli cells that produce a versatile carbonyl reductase with high enantioselectivity and broad substrate specificity
  作者：Tadashi Ema、Hideo Yagasaki、Nobuyasu Okita、Masahiro Takeda、Takashi Sakai

  DOI：10.1016/j.tet.2006.04.061

  日期：2006.6

  The gene encoding a versatile biocatalyst that shows high enantioselectivity for a variety of ketones, SCR (Saccharomyces cerevisiae carbonyl reductase), has been identified, cloned, and expressed in Escherichia coli. Two types of expression systems with high NADPH-regenerating capacities have been constructed. One is the tandem system, where the genes encoding SCR and GDH (glucose dehydrogenase) are

  编码，显示出对多种酮具有高对映选择性的通用基因的基因SCR（酿酒酵母羰基还原酶）已在大肠杆菌中鉴定，克隆和表达。已经构建了具有高NADPH再生能力的两种类型的表达系统。一个是串联系统，其中编码SCR和GDH（葡萄糖脱氢酶）的基因位于同一质粒中，另一个是双质粒系统，其中SCR和GDH的每个基因位于可以共存的单独质粒中在一个大肠杆菌细胞中 重组大肠杆菌不对称还原酮细胞产生合成有用的20种醇，其中11种对映体纯。这些产品之一的生产率高达41 g / L。
• 7 acylamidocarbacephem antibacterial agents
  申请人：Merck & Co., Inc.

  公开号：US04957912A1

  公开（公告）日：1990-09-18

  Novel antibiotics of the formula: ##STR1## and its salts, esters and amides wherein R is acyl; B is H, OMe, Me or SR wherein R is lower alkyl or aryl; A.sup.1 is hydrogen, hydroxy, or an organic group; and, X is a divalent radical selected from --O--, --CH.sub.2 --, or --NY-- where Y is hydrogen or lower alkyl of from 1 to 6 carbon atoms such as methyl, ethyl, i-propyl, n-butyl, n-pentyl, n-hexyl and the like, formyl or benzyl. This invention is directed to novel antibiotics, novel intermediates useful in their preparation, and processes for preparing the novel antibiotics. The novel antibiotics are effective against gram-negative bacteria including Proteus vulgaris, E. coli and Salmonella schottmulleri, and gram-positive bacteria including Staphylococcus aureas and Bacillus subtilis and are useful in combatting bacterial infections in animals or humans in addition to various industrial applications.

  以下是翻译结果： 新型抗生素的化学式为：##STR1## 及其盐类，酯类和酰胺类，其中 R 是酰基；B 是 H、OMe、Me 或 SR，其中 R 是低碳烷基或芳基；A.sup.1 是氢、羟基或有机基团；X 是二价基团，选自 --O--、--CH.sub.2-- 或 --NY--，其中 Y 是氢或由1至6个碳原子的低碳烷基，如甲基、乙基、异丙基、正丁基、正戊基、正己基等，甲酰基或苯甲基。本发明涉及新型抗生素、其制备中有用的新型中间体和制备新型抗生素的方法。新型抗生素对革兰氏阴性菌具有抗菌作用，包括普鲁士氏菌、大肠杆菌和沙门氏菌，对革兰氏阳性菌具有抗菌作用，包括金黄色葡萄球菌和枯草杆菌，除了各种工业应用之外，还可用于治疗动物或人体的细菌感染。
• Novel antibiotic analogues of cephalosporins
  申请人：Merck & Co., Inc.

  公开号：US04226866A1

  公开（公告）日：1980-10-07

  Novel antibiotics of the formula: ##STR1## and its salts, esters and amides wherein R is acyl; B is H, OMe, Me or SR wherein R is lower alkyl or aryl; A.sup.1 is hydrogen, hydroxy, or an organic group; and, X is a divalent radical selected from --O--, --CH.sub.2 --, or --NY-- where Y is hydrogen or lower alkyl of from 1 to 6 carbon atoms such as methyl, ethyl, i-propyl, n-butyl, n-pentyl, n-hexyl and the like, formyl or benzyl. This invention is directed to novel antibiotics, novel intermediates useful in their preparation, and processes for preparing the novel antibiotics. The novel antibiotics are effective against gram-negative bacteria including Proteus vulgaris, E. coli and Salmonella schottmulleri, and gram-positive bacteria including Staphylococcus aureus and Bacillus subtilis and are useful in combatting bacterial infections in animals or humans in addition to various industrial applications.

  新型抗生素的化学式为：##STR1##及其盐、酯和酰胺，其中R为酰基；B为H、OMe、Me或SR，其中R为低碳基或芳基；A.sup.1为氢、羟基或有机基团；X为二价基团，选择自--O--、--CH.sub.2--或--NY--，其中Y为氢或1至6个碳原子的低碳基，例如甲基、乙基、异丙基、正丁基、正戊基、正己基等、甲酰基或苄基。本发明涉及新型抗生素、其制备有用的新型中间体以及制备新型抗生素的方法。新型抗生素对革兰氏阴性菌包括普通变形杆菌、大肠杆菌和沙门氏菌以及革兰氏阳性菌包括金黄色葡萄球菌和枯草杆菌等都有效，可用于治疗动物或人类的细菌感染，此外还可用于各种工业应用。
• High Enantioselectivity and Broad Substrate Specificity of a Carbonyl Reductase:  Toward a Versatile Biocatalyst
  作者：Tadashi Ema、Hiroyuki Moriya、Toru Kofukuda、Tomomasa Ishida、Kentaro Maehara、Masanori Utaka、Takashi Sakai

  DOI：10.1021/jo0108257

  日期：2001.12.1
• Asymmetric reduction of a variety of ketones with a recombinant carbonyl reductase: identification of the gene encoding a versatile biocatalyst
  作者：Tadashi Ema、Hideo Yagasaki、Nobuyasu Okita、Kumiko Nishikawa、Toshinobu Korenaga、Takashi Sakai

  DOI：10.1016/j.tetasy.2005.02.004

  日期：2005.3

  The gene encoding a versatile biocatalyst that shows high enantioselectivity for a variety of ketones, SCR (Saccharomyces cerevisiae carbonyl reductase), has been identified, cloned, and expressed in E coli. Recombinant E coli co-producing SCR and GDH (glucose dehydrogenase) is an easy-to-use, synthetically useful biocatalyst, and 8 out of the 16 alcohols obtained had enantiomeric purities of >98% ee. (C) 2005 Elsevier Ltd. All rights reserved.