2α,4β-Diphenylcyclobutane-1α,3β-dimethanol | 19043-27-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2α,4β-Diphenylcyclobutane-1α,3β-dimethanol
• 英文别名: 1ref-3trans-Bis-(hydroxymethyl)-2cis-4trans-diphenyl-cyclobutan；1c,3t-Bis-hydroxymethyl-2c,4t-diphenyl-cyclobutan
• CAS: 19043-27-7
• 化学式: C₁₈H₂₀O₂
• 分子量: 268.356
• InChiKey: COAPWLJNBBAAEB-OPMHRUBESA-N

物化性质

• 沸点：
  447.8±38.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.78
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2α,4β-Diphenylcyclobutane-1α,3β-dimethanol 在 吡啶 、 copper(l) iodide 作用下， 以 二氯甲烷 为溶剂， 反应 3.67h， 生成
  参考文献：
  名称：

  Aggregate Formation and Photoreactivity in Phospholipid Vesicles and Langmuir-Blodgett Multilayers: Topologically Controlled Photodimerization of Amphiphilic Styrenes

  摘要：

  The amphiphilic styrene fatty acid 1 and its corresponding phosphatidylcholine derivative 2 have been found to exhibit aggregate formation and topologically controlled photodimerization in Langmuir-Blodgett (LB) assemblies and phospholipid vesicles, respectively. For both compounds, formation of the beta or syn, head-to-head photodimer is the chief photoreaction observed upon irradiation in the assemblies; a trace of the cis styrene is observed on irradiation in the phospholipid vesicles. Changes in the absorption spectrum and a lack of fluorescence in the assemblies, compared to dilute organic solutions, suggest that 1 and 2 exist as ''H'' aggregates in both the LB films and vesicles. Monte Carlo simulations suggest that the most stable structure in a monolayer is a simple translation aggregate. Energy minimization gives a cross sectional area in good agreement with that measured for films at the air-water interface. The calculated structure has nearest neighbor separation within the ''magic distance'' for solid state photodimerization of 4.10 Angstrom. The relatively small calculated tilt angle suggests that dimers can be formed without substantial reorganization. The lambda(max) for the aggregate estimated by an extended dipole calculation shows good agreement with the measured absorption maximum. Vesicles of 2, either pure or with excess saturated phospholipid, give topologically controlled formation of the beta dimer via photolysis of an aggregated form.

  DOI：

  10.1021/ja00102a012
• 作为产物：
  描述：

  2,4-diphenylcyclobutane-1,3-dicarboxylic acid 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 2α,4β-Diphenylcyclobutane-1α,3β-dimethanol
  参考文献：
  名称：

  反式茴香脑的光化学反应

  摘要：

  已经通过化学方法获得了新型的反式茴香脑二聚体。二聚化以严格的立体特异性进行，并且已经确定二聚体的结构为1，顺式-2-二-对-茴香基-反式-3，反式-4-二甲基环丁烷。将二聚体转化成相应的二酚，二乙酸酯和1，顺式-2-二甲基-反式-3，反式-4-二苯基环丁烷。烃是通过还原从β-精氨酸独立获得的。由肉桂酸二聚体类似地制备了一些二甲基二苯基环丁烷异构体，并比较了NMR光谱。

  DOI：

  10.1016/0040-4020(68)88120-7

文献信息

• Truxillic Acid Derivatives, Neuromuscular Blocking Agents with Very High Affinity for the Allosteric Binding Site of Muscarinic Acetylcholine Receptors
  作者：Marek Urbanský、Jan Proška、Jan Říčný、Pavel Drašar

  DOI：10.1135/cccc19991980

  日期：——

  Bis-quaternary salts of 3-piperidinopropyl esters of α-truxillic acid were synthesized in order to study their allosteric action on muscarinic acetylcholine receptor. Using radioligand binding studies, it has been demonstrated that most of prepared compounds bind with high affinity to the allosteric binding site of M₂ muscarinic receptor subtype (K_d values in the range 1-10 nM). Bulky substitution of the quaternary ammonium center led to effective positive modulators of [³H]N-methylscopolamine binding to M₂ receptors. Due to its high allosteric potency, the structure of phenacyl derivative seems to be the most promising candidate for future design of photoaffinity probes or radiolabelled ligands for mapping the allosteric binding site.

  为了研究它们对肌胆碱受体的其他位点的变构作用，合成了α-三萜酸3-哌啶丙酯的双季铵盐。通过放射配体结合研究表明，大多数制备的化合物与M₂肌胆碱受体亚型的其他位点结合具有高亲和力（K_d值在1-10 nM范围内）。季铵盐中的巨大取代导致对M₂受体的[³H]N-甲基阿托品结合的有效正调制剂。由于其高其他位点效能，苯乙酰衍生物的结构似乎是未来设计光亲和探针或放射性标记配体以映射其他位点的最有前途的候选人。
• Polymers comprising 1,3-cyclobutane dimethanol (CBDO-1)
  申请人：Chu Qianli

  公开号：US11326054B2

  公开（公告）日：2022-05-10

  A polymer includes a plurality of repeated polymerized units according to scheme (2):

  根据方案（2），聚合物包括多个重复聚合单元：
• deStevens,G. et al., Journal of medicinal and pharmaceutical chemistry, 1962, vol. 5, p. 919 - 924
  作者：deStevens,G. et al.

  DOI：——

  日期：——
• POLYMERS COMPRISING 1,3-CYCLOBUTANE DIMETHANOL (CBDO-1)
  申请人：Chu Qianli

  公开号：US20220025173A1

  公开（公告）日：2022-01-27

  A polymer includes a plurality of repeated polymerized units according to scheme (2):