Bis<3-(bromomethyl)-4-methoxy-1-naphthyl>methane | 171815-30-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Bis<3-(bromomethyl)-4-methoxy-1-naphthyl>methane
• 英文别名: bis(2-bromomethyl-1-methoxynaphthyl)methane；Bis[3-(bromomethyl)-4-methoxy-1-naphthyl]methane；2-(Bromomethyl)-4-[[3-(bromomethyl)-4-methoxynaphthalen-1-yl]methyl]-1-methoxynaphthalene
• CAS: 171815-30-8
• 化学式: C₂₅H₂₂Br₂O₂
• 分子量: 514.256
• InChiKey: URALTAYRBMNZBM-UHFFFAOYSA-N

物化性质

• 沸点：
  608.9±50.0 °C(Predicted)
• 密度：
  1.494±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 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<3-(bromomethyl)-4-methoxy-1-naphthyl>methane 在 硫脲 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 以88%的产率得到[1-Methoxy-4-[[4-methoxy-3-(sulfanylmethyl)naphthalen-1-yl]methyl]naphthalen-2-yl]methanethiol
  参考文献：
  名称：

  二高磷[4]萘的合成：[1.2.1.2]（1,3）萘酚一新类的第一批成员。

  摘要：

  DOI：

  10.1021/jo9520654
• 作为产物：
  描述：

  1-甲氧基萘 在 硫酸 、 氢溴酸 作用下， 以 1,4-二氧六环 、 溶剂黄146 为溶剂， 反应 72.0h， 生成 Bis<3-(bromomethyl)-4-methoxy-1-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

• Palladium catalyzed cross-coupling between phenyl- or naphthylboronic acids and benzylic bromides
  作者：Sultan Chowdhury、Paris E. Georghiou

  DOI：10.1016/s0040-4039(99)01566-x

  日期：1999.10

  The Suzuki-Miyaura palladium-catalyzed coupling reaction was extended to achieve mixed cross-coupling between substituted aryl and naphthyl mono- and bisbromomethanes with phenylboronic acid, 1-methoxy-2-naphthyl-, 3-methoxy-2-naphthyl-, or 4-methoxy-1-naphthylboronic acid to form the corresponding disubstituted methanes.

  扩展了Suzuki-Miyaura钯催化的偶联反应，以实现取代的芳基和萘基单和双溴甲烷与苯基硼酸，1-甲氧基-2-萘基，3-甲氧基-2-萘基或4的混合交叉偶联。 -甲氧基-1-萘基硼酸形成相应的二取代甲烷。
• [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.
• Synthesis of Dihomocalix[4]naphthalenes:  First Members of a New Class of [1.2.1.2](1,3)Naphthalenophanes
  作者：Paris E. Georghiou、Zhaopeng Li、Muhammad Ashram、David O. Miller

  DOI：10.1021/jo9520654

  日期：1996.1.1