octahydro-3-methylenecycloocta(b)furan-2(3H)-one | 127981-16-2

• 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: octahydro-3-methylenecycloocta(b)furan-2(3H)-one
• 英文别名: 3-methylene-octahydro-cycloocta[b]furan-2-one；3-Methylidene-3a,4,5,6,7,8,9,9a-octahydrocycloocta[b]furan-2-one
• CAS: 127981-16-2
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: UQWKLWYEAITINR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  octahydro-3-((N,N-dimethylamino)methyl)cycloocta(b)furan-2(3H)-one 在 碘甲烷 作用下， 反应 16.0h， 生成 octahydro-3-methylenecycloocta(b)furan-2(3H)-one
  参考文献：
  名称：

  Manganese(III) .gamma.-lactone annulation with substituted acids

  摘要：

  DOI：

  10.1021/jo00217a025

文献信息

• Studies on the terpenoids and related alicyclic compounds XXXIX. A synthesis of .ALPHA.-methylene-.GAMMA.-lactones fused to medium and large rings by intramolecular cyclization of formylated allyl halides.
  作者：Kiyoshi NISHITANI、Masashi ISOZAKI、Koji YAMAKAWA

  DOI：10.1248/cpb.38.28

  日期：——

  Carbocyclic rings fused to an α-methylene-γ-lactone unit were synthesized from ω-formylated β-ethoxycarbonylallyl halides (4a-g) through intramolecular cyclization by the use of a low-valent chromium reagent, prepared from CrCl3 and LiAlH4, in N, N-dimethylformamide. α-Methylene-γ-lactones fused to medium (eight-membered) or large (twelve-and fourteen-membered) ring system (5a, c and d) were synthesized by this method in good to fairly good yields. However, the formylated allyl halide (4b), expected to afford a ten-membered carbocyclic ring system, gave dilactones fused to a twenty-membered ring unit even under a high dilution reaction condition.

  与α-亚甲基-γ-内酯单元融合的碳环是通过将ω-甲酰化的β-乙氧基碳酰丙烯卤化物（4a-g）在N,N-二甲基甲酰胺中与低价铬试剂（由CrCl3和LiAlH4制备）通过分子内环化反应合成的。通过这种方法，融合中环（八元环）或大环（十二元和十四元环）系统的α-亚甲基-γ-内酯（5a、c和d）以良好到相当好的产率合成。然而，预计能形成十元碳环系统的甲酰化丙烯卤化物（4b），即使在高稀释反应条件下也只给出了与二十元环单元融合的二内酯。
• FRISTAD, W. E.;PETERSON, J. R.;ERNST, A. B., J. ORG. CHEM., 1985, 50, N 17, 3143-3148
  作者：FRISTAD, W. E.、PETERSON, J. R.、ERNST, A. B.

  DOI：——

  日期：——
• COPOLYMER AND MOLDED ARTICLE
  申请人：KURARAY CO., LTD.

  公开号：US20170174802A1

  公开（公告）日：2017-06-22

  A copolymer comprising structural units derived from a monomer represented by formula (1) and structural units derived from another monomer (A). (In formula (1), ring Z1 represents a C3-10 ring structure optionally having an oxygen atom at any position formed together with two carbon atoms on γ-butyrolactone. R1 represents a hydrogen atom or C1-10 alkyl group.