β-Campholide | 1126-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: β-Campholide
• 英文别名: 1,2-campholide；1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-one；1,8,8-trimethyl-2-oxa-bicyclo [3,2,1] octane-3-one
• CAS: 1126-91-6
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: AXRMSBLBSHJLGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  β-Campholide 在 硫酸 作用下， 以 溶剂黄146 为溶剂， 反应 24.0h， 生成 六氢-6,6,6alpha-三甲基-2H-环戊二烯并[b]呋喃-2-酮
  参考文献：
  名称：

  Schulze, Klaus; Trauer, Heiner, Zeitschrift fur Chemie, 1989, vol. 29, # 2, p. 59 - 60

  摘要：

  DOI：
• 作为产物：
  描述：

  樟脑 在 吡啶 、 nitrosyl hexafluorophosphate 、 盐酸羟胺 、 甲基磺酰氯 作用下， 以 吡啶 为溶剂， 反应 10.0h， 生成 β-Campholide
  参考文献：
  名称：

  (+)-ryanodol的全合成。第三部分。由关键的五环中间体制备 (+)-anhydroryanodol

  摘要：

  本文报告了几项研究，这些研究旨在了解如何将右旋五环关键中间体 5 转化为 (+)-脱水ryanodol (6)。该转化需要 24 个步骤，并通过以下中间体进行：5 → 11 → 19 → 34 → 36 → 39 → 144 → 150 → 6。 关键五环中间体 5 的制备在本系列的第一部分和第二部分报道. 关键词：脱水林根醇，林根醇，二萜，有机合成，策略。

  DOI：

  10.1139/v90-023

文献信息

• Baeyer-Villiger Oxidation and Oxidative Cascade Reactions with Aqueous Hydrogen Peroxide Catalyzed by Lipophilic Li[B(C6F5)4] and Ca[B(C6F5)4]2
  作者：Muhammet Uyanik、Daisuke Nakashima、Kazuaki Ishihara

  DOI：10.1002/anie.201204286

  日期：2012.9.3

  Efficient and selective: Two lipophilic catalysts were used for Baeyer–Villiger (BV) oxidations to give lactones in high yields (see scheme). Cascade reactions involving this BV oxidation were used to selectively obtain either unsaturated carboxylic acids or hydroxylactones in high yields from β‐silyl cyclohexanones.

  高效和选择性：两种亲脂性催化剂用于Baeyer-Villiger（BV）氧化，以高收率得到内酯（请参阅方案）。涉及这种BV氧化的级联反应用于从β-甲硅烷基环己酮中高收率选择性地获得不饱和羧酸或羟基内酯。
• METHOD FOR MANUFACTURING ESTER
  申请人：Ishihara Kazuaki

  公开号：US20130217898A1

  公开（公告）日：2013-08-22

  The present invention relates to a method for manufacturing an ester from a ketone or an aldehyde, which is a reactive substrate, by a Baeyer-Villiger oxidation reaction using hydrogen peroxide, and in this method, as a catalyst, M(BAr 4 ) n , which is a metal borate, is used (M represents an alkali metal or an alkaline earth metal; Ar represents an aryl; and n is the same number as the valence of M). For example, when cyclohexanone was used as the reactive substrate, and Sr[B(3,5-CF 3 C 6 H 3 ) 4 ] 2 was used as the catalyst, ε-caprolactone was obtained at an isolated yield of 82%.

  本发明涉及一种从酮或醛（作为反应底物）制造酯的方法，该方法通过使用过氧化氢进行巴耶-维利格氧化反应，在该方法中，作为催化剂使用了M(BAr4)n，该催化剂是一种金属硼酸盐（M代表碱金属或碱土金属；Ar代表芳基；n与M的化合价相同）。例如，当环己酮作为反应底物，Sr[B(3,5-CF3C6H3)4]2作为催化剂时，得到了ε-己内酯，其分离收率为82%。
• [EN] KETOCAMPHOLENIC ACID DERIVATIVES AND THEIR USE IN FRAGRANCE APPLICATIONS<br/>[FR] DERIVES D'ACIDE CETOCAMPHOLENIQUE ET LEUR UTILISATION DANS DES APPLICATIONS DE FRAGRANCE
  申请人：AROMAGEN CORP

  公开号：WO2004013079A1

  公开（公告）日：2004-02-12

  Ketocampholenic acid derivatives, their use, and methods of preparing these derivatives are described. In one aspect, novel derivatives of 2-oxo-4,5,5-trimethylcyclopent-3-enylacetic acid (herein further referred as ketocampholenic acid or KCA), which is a natural product that may be prepared by microbial biological oxidation of camphor or of a suitable precursor, are described. Novel derivative compounds may be prepared according to the methods described in the present invention. Such derivative olfactory properties that make them useful in fragrance and flavor applications.

  描述了Ketocampholenic酸衍生物、它们的用途以及制备这些衍生物的方法。在一个方面，描述了2-氧代-4,5,5-三甲基环戊-3-烯基乙酸（以下简称为Ketocampholenic酸或KCA）的新衍生物，这是一种天然产物，可以通过对藿香脑或适当前体进行微生物生物氧化来制备。根据本发明描述的方法可以制备新的衍生物化合物。这些衍生物具有使它们在香味和风味应用中有用的嗅觉特性。
• Cyclopentanols
  申请人：Roussel Uclaf

  公开号：US04501687A1

  公开（公告）日：1985-02-26

  Novel cyclopentanols of the formula ##STR1## wherein R.sub.1 and R.sub.2 are identical and are selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.3 is selected from the group consisting of --OH, alkoxy of 1 to 8 carbon atoms and acyloxy of an organic carboxylic acid of 1 to 18 carbon atoms, R.sub.4 is selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, R.sub.5 and R.sub.8 are individually selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms and alkenyl and alkynyl of 2 to 8 carbon atoms and R.sub.6 and R.sub.7 are individually selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, --CN, --COCH.sub.3 and --COOAlK.sub.2 and AlK.sub.2 is alkyl of 1 to 8 carbon atoms useful as perfumery agents and their preparation and novel intermediates.

  式为##STR1##的新型环戊醇，其中R.sub.1和R.sub.2相同，选自由氢和1至4个碳原子的烷基组成的群，R.sub.3选自由—OH，1至8个碳原子的烷氧基和有机羧酸酰氧基（1至18个碳原子）组成的群，R.sub.4选自由氢和1至8个碳原子的烷基组成的群，R.sub.5和R.sub.8分别选自由氢，1至8个碳原子的烷基和2至8个碳原子的烯基和炔基，R.sub.6和R.sub.7分别选自由氢，1至8个碳原子的烷基，2至8个碳原子的烯基和炔基，—CN，—COCH.sub.3和—COOAlK.sub.2，AlK.sub.2为1至8个碳原子的烷基，可用作香料剂及其制备和新型中间体。
• Ketocampholenic acid derivatives and their use in fragrance applications
  申请人：Selifonov Sergey

  公开号：US20060111270A1

  公开（公告）日：2006-05-25

  Ketocampholenic acid derivatives, their use, and methods of preparing these derivatives are described. In one aspect, novel derivatives of 2-oxo-4,5,5-trimethylcyclopent-3-enylacetic acid (herein further referred as ketocampholenic acid or KCA), which is a natural product that may be prepared by microbial biological oxidation of camphor or of a suitable precursor, are described. Novel derivative compounds may be prepared according to the methods described in the present invention. Such derivative olfactory properties that make them useful in fragrance and flavor applications.

  本文描述了酮樟脑酸衍生物、其用途以及制备这些衍生物的方法。在一个方面，描述了 2-氧代-4,5,5-三甲基环戊-3-烯基乙酸（此处进一步称为酮樟脑酸或 KCA）的新型衍生物，酮樟脑酸是一种天然产物，可通过微生物生物氧化樟脑或合适的前体制备。根据本发明所述的方法，可以制备新型的衍生物化合物。这种衍生物的嗅觉特性使其在香料和香精应用中非常有用。