(4S)-5,5-dimethyl-4-(2-methyl-propenyl)-dihydro-furan-2-one | 29799-64-2

• 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: (4S)-5,5-dimethyl-4-(2-methyl-propenyl)-dihydro-furan-2-one
• 英文别名: (4S)-5,5-Dimethyl-4-(2-methyl-propenyl)-dihydro-furan-2-on；(S)-4-(2-methyl-1-propenyl)-5,5-dimethyltetrahydro-2-furanone；(4S)-5,5-dimethyl-4-(2-methylprop-1-enyl)oxolan-2-one
• CAS: 29799-64-2
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: IEBXZRQOXHLIGF-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 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：

  (4S)-5,5-dimethyl-4-(2-methyl-propenyl)-dihydro-furan-2-one 、 甲苯 生成 (R)-3-carboxymethyl-1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  SUDZUKAMO, TAKEHO;SAKITO, JODZI

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 (4S)-5,5-dimethyl-4-(2-methyl-propenyl)-dihydro-furan-2-one
  参考文献：
  名称：

  Études sur les Lactones dérivés des Acides Chrysanthémiques

  摘要：

  DOI：

  10.1246/bcsj.25.210

文献信息

• Tetrahydronaphthalene derivatives and their production
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04767882A1

  公开（公告）日：1988-08-30

  Tetrahydronaphthalene derivatives of the formula: ##STR1## wherein either one of R.sup.1 and R.sup.2 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy and the other is acetyl and R.sup.3 is hydrogen or methyl in a racemic or optically active form, which are useful as perfumes or intermediates for production of perfumes, are prepared from an R.sup.4 -benzene and pyrocine through the intermediary compounds of the formula: ##STR2## wherein R.sup.4 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy present at either one of 6- and 7-positions and A is hydrogen, carboxyl, C.sub.2 -C.sub.5 alkoxycarbonyl, halogen, methyl, hydroxymethyl or halomethyl.

  公式为：##STR1##其中R.sup.1和R.sup.2中的任意一个是氢、C.sub.1 -C.sub.4烷基或C.sub.1 -C.sub.4烷氧基，另一个是乙酰基，R.sup.3以拉式或光学活性形式为氢或甲基的四氢萘衍生物，这些衍生物可用作香水或香水生产中间体，从R.sup.4-苯和吡啶醛经过公式的中间化合物制备：##STR2##其中R.sup.4是氢、C.sub.1 -C.sub.4烷基或C.sub.1 -C.sub.4烷氧基，存在于6-和7-位置中的任一位置，A是氢、羧基、C.sub.2 -C.sub.5烷氧羰基、卤素、甲基、羟甲基或卤甲基。
• The chrysanthemumcarboxylic acids. V.—hydration of the chrysanthemic acids
  作者：S. H. Harper、R. A. Thompson

  DOI：10.1002/jsfa.2740030508

  日期：1952.5

  AbstractIn boiling dilute sulphuric acid hydration of (±)‐trans‐chrysanthemic acid occurs to give the crystalline (±)‐trans‐δ‐hydroxydihydrochrysanthemic acid. In like manner (+)‐and (‐)‐trans‐chrysanthemic acids yield the crystalline (‐)‐ and (+)‐trans‐δ‐hydroxy‐dihydrochrysanthemic acids respectively. No racemization occurs as the recovered ( + )‐and ( ‐ )‐trans‐chrysanthemic acids have unchanged specific rotation.The lactonization of (±)‐cis‐chrysanthemic acid to (±)‐cis‐dihydrochrysanthemo‐δ‐lactone in boiling dilute sulphuric acid is shown to be reversible and to constitute an example of lacto‐enoic tautomerism. ( + )‐ and ( ‐ )‐cis‐Chrysanthemic acids are similarly lactonized to the crystalline (+)‐ and (‐)‐cis‐dihydrochrysanthemo‐δ‐lactones. The latter lactone is not identical with (‐)‐pyrocin, whose structure is confirmed as (‐)‐β‐isobutenyliso‐hexano‐γ‐lactone.
• Matsui, Bochu Kagaku : Bulletin of the institute of Insect Control, <hi>1950</hi>, # 15, p. 1,10
  作者：Matsui

  DOI：——

  日期：——
• US4767882A
  申请人：——

  公开号：US4767882A

  公开（公告）日：1988-08-30