Bis(4-bromo-1-methoxy-2-naphthyl)methane | 171815-33-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Bis(4-bromo-1-methoxy-2-naphthyl)methane
• 英文别名: 4-Bromo-2-[(4-bromo-1-methoxynaphthalen-2-yl)methyl]-1-methoxynaphthalene
• CAS: 171815-33-1
• 化学式: C₂₃H₁₈Br₂O₂
• 分子量: 486.203
• InChiKey: MXIJWTKBPCNAGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Bis(4-bromo-1-methoxy-2-naphthyl)methane 在 三氟乙酸 三正丁基氢锡 作用下， 以 氯仿 、 环己烷 为溶剂， 反应 76.0h， 生成 10,20,24,34-Tetramethoxynonacyclo[31.7.1.13,11.113,21.123,31.04,9.014,19.025,30.035,40]tetratetraconta-1(41),3(44),4,6,8,10,13(43),14,16,18,20,23,25,27,29,31(42),33,35,37,39-icosaene
  参考文献：
  名称：

  Syntheses of Calix[4]naphthalenes Derived from 1-Naphthol

  摘要：

  Using a convergent synthetic strategy, the synthesis of the previously elusive C-4v-symmetrical calix[4]naphthalene from 1-naphthol is described. Using other independent convergent routes, syntheses of the other three isomeric calix[4]naphthalenes originally formed from the direct base-catalyzed condensation of formaldehyde with 1-naphthol are also described. All of these methods involved either a TiCl4- or TFA-assisted coupling reaction to achieve the cyclization steps. A mechanism is proposed to account for the formation of the original three isomeric calix[4]naphthalenes from the base-catalyzed condensation of formaldehyde with 1-naphthol.

  DOI：

  10.1021/jo00127a038
• 作为产物：
  描述：

  1-甲氧基萘 在 1,4-dioxane dibromide 、 三氟化硼乙醚 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 生成 Bis(4-bromo-1-methoxy-2-naphthyl)methane
  参考文献：
  名称：

  Syntheses of Calix[4]naphthalenes Derived from 1-Naphthol

  摘要：

  Using a convergent synthetic strategy, the synthesis of the previously elusive C-4v-symmetrical calix[4]naphthalene from 1-naphthol is described. Using other independent convergent routes, syntheses of the other three isomeric calix[4]naphthalenes originally formed from the direct base-catalyzed condensation of formaldehyde with 1-naphthol are also described. All of these methods involved either a TiCl4- or TFA-assisted coupling reaction to achieve the cyclization steps. A mechanism is proposed to account for the formation of the original three isomeric calix[4]naphthalenes from the base-catalyzed condensation of formaldehyde with 1-naphthol.

  DOI：

  10.1021/jo00127a038

文献信息

• Spirodienone and Bis(spirodienone) Derivatives of Calix[4]naphthalenes
  作者：Paris E. Georghiou、Muhammad Ashram、Howard J. Clase、John N. Bridson

  DOI：10.1021/jo971541i

  日期：1998.3.1

  Calix[4]naphthalenes 11 and 12 in which hydroxyl groups are situated intraannularly can be oxidized with PTMATB and base to form the bis(spirodienone) 13, from 11, and bis(spirodienone) 20-21 and spirodienone 22, from 12. The prototype calix[4]naphthalenes 9 and 10 previously reported by us and which contain similar 1,5 dihydroxy functionalities extrannularly failed to afford the analogous spironaphthalenones. Model studies with the bis(1-hydroxy-2-naphthyl)methanes 8-8f provided support for the putative mechanism proposed for the formation of spirodienone calix[4]arenes and spironaphthalenones. The synthesis of the novel tert-butylcalix[4]naphthalenes 12 is described.
• [EN] NOVEL OLIGOMERS, PROCESS FOR THEIR PREPARATION AND METHODS FOR THEIR USE<br/>[FR] OLIGOMERES NOUVEAUX, PROCEDE DE PREPARATION ET PROCEDES D'UTILISATION
  申请人：GEORGHIOU, Paris, E.

  公开号：WO1997015566A1

  公开（公告）日：1997-05-01

  (EN) Novel medicinally-useful compounds of formulae (a), (b), (c) or (d) are provided herein. These compounds are preferably calix(n')naphthalenes, where n' is an integer of at least 2, derived from 1-naphthol, its derivatives or analogues.(FR) La présente invention concerne de nouveaux composés des formules (a), (b), (c) ou (d) utiles en médecine. Il s'agit de préférence de calix(n')naphtalènes, n' étant un nombre entier supérieur ou égal à 2. Ces composés sont obtenus à partir de 1-naphtol, de ses dérivés ou de produits analogues.
• Syntheses of Calix[4]naphthalenes Derived from 1-Naphthol
  作者：Paris E. Georghiou、Muhammad Ashram、Zhaopeng Li、Steven G. Chaulk

  DOI：10.1021/jo00127a038

  日期：1995.11

  Using a convergent synthetic strategy, the synthesis of the previously elusive C-4v-symmetrical calix[4]naphthalene from 1-naphthol is described. Using other independent convergent routes, syntheses of the other three isomeric calix[4]naphthalenes originally formed from the direct base-catalyzed condensation of formaldehyde with 1-naphthol are also described. All of these methods involved either a TiCl4- or TFA-assisted coupling reaction to achieve the cyclization steps. A mechanism is proposed to account for the formation of the original three isomeric calix[4]naphthalenes from the base-catalyzed condensation of formaldehyde with 1-naphthol.