bicyclo<3.2.0>heptan-2-one | 29268-42-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: bicyclo<3.2.0>heptan-2-one
• 英文别名: Bicyclo[3.2.0]heptan-2-one
• CAS: 29268-42-6
• 化学式: C₇H₁₀O
• 分子量: 110.156
• InChiKey: LNJNDNOHSVRMLG-UHFFFAOYSA-N

物化性质

• 沸点：
  183.5±8.0 °C(Predicted)
• 密度：
  1.082±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  bicyclo<3.2.0>heptan-2-one 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 生成 2-oxa-bicyclo[4.2.0]octan-3-one
  参考文献：
  名称：

  Thermally induced cyclobutyl-cyclopropylcarbinyl-type rearrangement of 2-oxabicyclo[4.2.0]octan-3-ones

  摘要：

  DOI：

  10.1021/jo01292a039
• 作为产物：
  描述：

  Bicyclo[3.2.0]heptan-2-ol 在 jones reagent 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以78%的产率得到bicyclo<3.2.0>heptan-2-one
  参考文献：
  名称：

  Copper(I) catalysis of olefin photoreactions. 9. Photobicyclization of .alpha.-, .beta.-, and .gamma.-alkenylallyl alcohols

  摘要：

  DOI：

  10.1021/ja00368a014

文献信息

• Enantioselective Intermolecular [2+2] Photocycloaddition Reaction of Cyclic Enones and Its Application in a Synthesis of (−)-Grandisol
  作者：Saner Poplata、Thorsten Bach

  DOI：10.1021/jacs.8b01011

  日期：2018.3.7

  The intermolecular [2+2] photocycloaddition of typical cyclic α,β-unsaturated enones, such as 2-cyclohexenone, with olefins was performed in moderate to good yields (42–82%) and with high enantioselectivity (82%–96% ee). An unusual substitution pattern at the chiral oxazaborolidine-AlBr3 Lewis acid complex that promotes the reaction was found to be crucial for the success of the reaction. The method

  典型的环状 α,β-不饱和烯酮（如 2-环己烯酮）与烯烃的分子间 [2+2] 光环加成以中等至良好的产率（42-82%）和高对映选择性（82%-96% ee ）。发现促进反应的手性恶唑硼烷-AlBr3 路易斯酸络合物的不寻常取代模式对反应的成功至关重要。该方法用于对映选择性合成单萜(-)-格兰地醇，以3-甲基-2-环己烯酮为原料，可分六步完成，总产率为13%。
• 1,4-cycloheptylene and the related allylic diradicals. Thermal nitrogen extrusion from 6,7-diazabicyclo[3.2.2]Non-6-enes
  作者：Tadao Uyehara、Masayuki Takahashi、Tadahiro Kato

  DOI：10.1016/s0040-4039(00)98443-0

  日期：1985.1

  Thermal nitrogen extrusion of 2-methylene-6,7-diazabicyclo[3.2.2]non-6-enes and 6,7- diazabicyclo[3.2.2]nona-2,6-diene,6 proceeded easily to give closure and cleavage products via the corresponding 5-methylene-1,4-cycloheptylenes and 4-cyclohepten-1,3-ylenes, respectively.

  2-亚甲基-6,7-二氮杂双环[3.2.2] non-6-烯和6,7-二氮杂双环[3.2.2] nona-2,6-二烯，6的热氮挤出很容易进行，从而产生闭合和断裂产物分别通过相应的5-亚甲基-1,4-亚环戊烯和4-环庚基-1,3-亚乙基得到。
• Cyclic Amine Derivatives and Their Uses
  申请人：Finch Harry

  公开号：US20090182033A1

  公开（公告）日：2009-07-16

  Compounds of formula (I) have muscarinic M3 receptor modulating activity; formula (I) wherein R 1 is C 1 -C 6 -alkyl or a hydrogen atom; and R 2 is a hydrogen atom or a group -R 5 or a group, -Z-Y—R 5 , or a group -Z-NR 9 R 10 , or a group -Z-N(R 9 )C(O)R 11 ; and R 3 is a lone pair, or C 1 -C 6 -alkyl; R 4 is selected from one of the groups of formula (a), (b), (c) or (d); formulae (a), (b), (c), (d), Z is a C 1 -C 16 -alkylene, C 2 -C 16 -alkenylene or C 2 -C 16 -alkynylene group; Y is a bond or oxygen atom; R 5 is an C 1 -C 6 -alkyl, aryl, arylalkyl; aryl-fused-cycloalkyl, aryl-fused-heterocycloalkyl, heteroaryl, aryl(C 1 -C 8 -alkyl)-, heteroaryl(C 1 -C 8 -alkyl)-, cycloalkyl or heterocycloalkyl group; R 6 is C 1 -C 6 -alkyl or a hydrogen atom; R 7a and R 7b area C 1 -C 6 -alkyl group or halogen; n and m are independently 0, 1, 2 or 3; R 8a and R 8b are independently selected from the group consisting of aryl, aryl-fused-heterocycloalkyl, heteroaryl, C 1 -C 6 -alkyl, cycloalkyl and hydrogen; R 8c is —OH, C 1 -C 6 -alkyl, hydroxy-C 1 -C 6 -alkyl, or a hydrogen atom; R 8d is C 1 -C 6 -alkyl or a hydrogen atom; R 9 and R 10 are independently a hydrogen atom, C 1 -C 6 -alkyl, aryl aryl-fused-heterocycloalkyl, aryl-fused-cycloalkyl, heteroaryl, aryl(C 1 -C 6 -alkyl)-, or heteroaryl(C 1 -C 6 -alkyl)-group; or R 9 and R 10 together with the nitrogen atom to which they are attached form a heterocyclic ring of 4-8 atoms, optionally containing a further nitrogen or oxygen atom; R 11 is C 1 -C 6 -alkyl or a hydrogen atom; Ar 1 is aryl, heteroaryl or cycloalkyl; Ar 2 are independently aryl, heteroaryl or cycloalkyl; and Q is an oxygen atom, —CH 2 —, —CH 2 CH 2 — or a bond.

  式(I)的化合物具有肌动蛋白M3受体调节活性；其中R1为C1-C6烷基或氢原子；R2为氢原子或基团-R5或基团-Z-Y-R5或基团-Z-NR9R10或基团-Z-N(R9)C(O)R11；R3为孤对电子或C1-C6烷基；R4选自式(a)、(b)、(c)或(d)的一种；式(a)、(b)、(c)、(d)中，Z为C1-C16烷基、C2-C16烯基或C2-C16炔基；Y为键或氧原子；R5为C1-C6烷基、芳基、芳基烷基、芳基-螺环烷基、芳基-杂环螺环烷基、杂芳基、芳基(C1-C8烷基)-、杂芳基(C1-C8烷基)-、环烷基或杂环烷基；R6为C1-C6烷基或氢原子；R7a和R7b为C1-C6烷基或卤素；n和m独立地为0、1、2或3；R8a和R8b独立地选自芳基、芳基-杂环螺环烷基、杂芳基、C1-C6烷基、环烷基和氢；R8c为-OH、C1-C6烷基、羟基-C1-C6烷基或氢原子；R8d为C1-C6烷基或氢原子；R9和R10独立地为氢原子、C1-C6烷基、芳基、芳基-杂环螺环烷基、芳基-螺环烷基、杂芳基、芳基(C1-C6烷基)-或杂芳基(C1-C6烷基)-基团；或R9和R10与它们所连接的氮原子一起形成4-8个原子的杂环，可选地含有进一步的氮或氧原子；R11为C1-C6烷基或氢原子；Ar1为芳基、杂芳基或环烷基；Ar2独立地为芳基、杂芳基或环烷基；Q为氧原子、-CH2-、-CH2CH2-或键。
• Kirmse, Wolfgang; Schoen, Sabine; Siegfried, Rainer, Chemische Berichte, 1990, vol. 123, # 2, p. 411 - 412
  作者：Kirmse, Wolfgang、Schoen, Sabine、Siegfried, Rainer

  DOI：——

  日期：——
• SALOMON R. G.; COUGHLIN D. J.; EASLER E. M., J. AMER. CHEM. SOC., 1979, 101, NO 14, 3961-3963
  作者：SALOMON R. G.、 COUGHLIN D. J.、 EASLER E. M.

  DOI：——

  日期：——