2-溴-1-苯基甲氧基萘 | 76939-81-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-溴-1-苯基甲氧基萘
• 英文名称: 1-(benzyloxy)-2-bromonaphthalene
• 英文别名: benzyl 2-bromo-1-naphthyl ether；1-benzyloxy-2-bromonaphtalene；Naphthalene, 2-bromo-1-(phenylmethoxy)-；2-bromo-1-phenylmethoxynaphthalene
• CAS: 76939-81-6
• 化学式: C₁₇H₁₃BrO
• 分子量: 313.194
• InChiKey: VSCZTDDALHDKCE-UHFFFAOYSA-N

物化性质

• 熔点：
  48-50 °C
• 沸点：
  430.1±20.0 °C(Predicted)
• 密度：
  1.395±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-溴-1-苯基甲氧基萘 在 正丁基锂 、 二(三叔丁基膦)钯 、 palladium 10% on activated carbon 、 氢气 、 溴 、 caesium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙酸乙酯 为溶剂， 反应 84.0h， 生成 2-[5-(1,3,5-trimethylpyrazol-4-yl)-1H-pyrazol-3-yl]naphthalen-1-ol
  参考文献：
  名称：

  [EN] COMBINATION OF INTRACELLULAR AND EXTRACELLULAR PHOTOSENSITIZERS FOR TREATMENT OF BACTERIAL INFECTION
  [FR] COMBINAISON DE PHOTOSENSIBILISATEURS INTRACELLULAIRE ET EXTRACELLULAIRE DE TRAITEMENT D'UNE INFECTION BACTÉRIENNE

  摘要：

  A method of inducing death or inhibiting growth or reproduction of a Gram-positive bacterial cell involves contacting the bacterial cell with a coproporphyrinogen oxidase (CgoX) activator, thereby promoting accumulation of coproporphyrin III (CPIII) in the bacterial cell, where the CPIII serves as an intracellular photosensitizer; contacting the bacterial cell with a photosensitizer conjugated to an iron-regulated surface determinant (Isd) protein targeting moiety, which Isd proteins are expressed on the service of the bacterial cell such that the conjugated photosensitizer serves as an extracellular photosensitizer; exposing the bacterial cell to light having a first excitation wavelength of the intracellular photosensitizer; and exposing the bacterial cell to light having a second excitation wavelength of the extracellular photosensitizer.

  公开号：

  WO2022165023A1
• 作为产物：
  描述：

  2,4-二溴-1-萘酚 在 盐酸 、 正丁基锂 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 21.42h， 生成 2-溴-1-苯基甲氧基萘
  参考文献：
  名称：

  两种抗HIV生物碱Michellamine B的合成及其生物学活性

  摘要：

  二聚萘基四氢异喹啉生物碱米切胺B [4'，4“ -didesmethoxy-2'，2” -didesmethylmichellamine B和6,8-dihydroxy-5-（1'，1“ -dihydroxy-2'，2”的两个简化类似物-Suzuki钯催化的4-（2-苄基-6,8-二苄氧基-）的联芳基偶联反应合成了[ -binaphthalen-4'-yl）-1 R，3 R-二甲基-1,2,3,4-四氢异喹啉] 1 R，3 R-二甲基-1,2,3,4-四氢异喹啉-5-基）-1-苄氧基-2-溴萘分别转化为其相应的阻转异构体2-萘硼酸和1-苄氧基-2-萘硼酸。这些类似物抑制重组HIV逆转录酶与IC 5（）的62μ值中号和1000μ中号分别，而IC 5（）为michellamine B值为33μ中号。既michellamine B和类似物抑制历史的磷酸化的大鼠脑蛋白激酶C的类似物是多种活性（IC

  DOI：

  10.1002/jhet.5570330460

文献信息

• Rh(II)-Catalyzed Synthetic Strategy for Diverse and Functionalized Halonaphthalenyl Ethers and Esters from Diazo Compounds and Its Application to Polyaromatic Compounds
  作者：Yong Lee、Ek Baral、Sung Kim、Young-Jung Wee

  DOI：10.1055/s-0035-1561295

  日期：——

  various functionalized halonaphthalenyl ethers and esters in moderate to good yield was achieved via rhodium(II)-catalyzed reaction of readily available diazo compounds with benzyl halides or acid halides. This methodology has several advantages, such as ease of handling, mild reaction conditions, bromine- or chlorine-free route, and the use of an effective catalyst. The synthesized compounds were further

  摘要 通过铑（II）催化的易得的重氮化合物与苄基卤化物或酰卤的反应，可以高效且简单地合成各种官能化的卤代萘基醚和酯，且收率适中。该方法具有许多优点，例如易于处理，温和的反应条件，无溴或无氯路线以及使用有效的催化剂。使用Suzuki反应将合成的化合物进一步转化为有价值的多芳族化合物。 通过铑（II）催化的易得的重氮化合物与苄基卤化物或酰卤的反应，可以高效且简单地合成各种官能化的卤代萘基醚和酯，且收率适中。该方法具有许多优点，例如易于处理，温和的反应条件，无溴或无氯路线以及使用有效的催化剂。使用Suzuki反应将合成的化合物进一步转化为有价值的多芳族化合物。
• New Synthesis of 2-Aryl-3-Substituted Benzo[<i>b</i>]furans from Benzyl 2-Halophenyl Ethers
  作者：Roberto Sanz、Delia Miguel、Alberto Martínez、Antonio Pérez

  DOI：10.1021/jo060271d

  日期：2006.5.1

  Wittig rearrangement and can be trapped with electrophiles. Their reactions with carboxylic esters afford the corresponding 2-aryl-3-hydroxy-2,3-dihydrobenzo[b]furans as a mixture of diastereoisomers. Subsequent acid-catalyzed or mediated dehydration gives moderate to good overall yield of a variety of 2-aryl-3-substituted benzo[b]furans.

  用3当量的t -BuLi处理苄基2-卤代苯基醚会同时导致锂卤交换和在苄基亚甲基上的锂化。这些二价阴离子不进行维蒂希重排，并且可以被亲电试剂捕获。它们与羧酸酯的反应提供相应的2-芳基-3-羟基-2，3-二氢苯并[ b ]呋喃，为非对映异构体的混合物。随后的酸催化或介导的脱水使各种2-芳基-3-取代的苯并[ b ]呋喃具有中等至良好的总收率。
• Zirconocene(iso-butyl) chloride: In situ generation of a zirconocene(methyl) chloride equivalent for use in organic synthesis
  作者：Kenneth J. Barr、Brett T. Watson、Stephen L. Buchwald

  DOI：10.1016/0040-4039(91)80059-f

  日期：1991.9

  Zirconocene(iso-butyl) chloride, 1, which can be generated in situ from commercially available, inexpensive, and air-stable zirconocene dichloride, can function as a zirconocene(methyl) chloride equivalent.
• The synthesis and biological activity of two analogs of the anti-HIV alkaloid michellamine B
  作者：Velaparthi Upender、Daniel J. Pollart、Jyanwei Liu、Peter D. Hobbs、Cris Olsen、Wan-Ru Chao、Bonnie Bowden、Jac L. Crase、David W. Thomas、Anjali Pandey、John A. Lawson、Marcia I. Dawson

  DOI：10.1002/jhet.5570330460

  日期：1996.7

  respectively. These analogs inhibited recombinant HIV reverse transcriptase with IC5() values of 62 μM and 1000 μM, respectively, whereas the IC5() value for michellamine B was 33 μM. Both michellamine B and the analogs inhibited the phosphorylation of histories by rat brain protein kinase C. The analogs were more active (IC50 values of 36 μM and 30 μM, respectively) than michellamine B (IC50 = 130 μM)

  二聚萘基四氢异喹啉生物碱米切胺B [4'，4“ -didesmethoxy-2'，2” -didesmethylmichellamine B和6,8-dihydroxy-5-（1'，1“ -dihydroxy-2'，2”的两个简化类似物-Suzuki钯催化的4-（2-苄基-6,8-二苄氧基-）的联芳基偶联反应合成了[ -binaphthalen-4'-yl）-1 R，3 R-二甲基-1,2,3,4-四氢异喹啉] 1 R，3 R-二甲基-1,2,3,4-四氢异喹啉-5-基）-1-苄氧基-2-溴萘分别转化为其相应的阻转异构体2-萘硼酸和1-苄氧基-2-萘硼酸。这些类似物抑制重组HIV逆转录酶与IC 5（）的62μ值中号和1000μ中号分别，而IC 5（）为michellamine B值为33μ中号。既michellamine B和类似物抑制历史的磷酸化的大鼠脑蛋白激酶C的类似物是多种活性（IC
• [EN] COMBINATION OF INTRACELLULAR AND EXTRACELLULAR PHOTOSENSITIZERS FOR TREATMENT OF BACTERIAL INFECTION<br/>[FR] COMBINAISON DE PHOTOSENSIBILISATEURS INTRACELLULAIRE ET EXTRACELLULAIRE DE TRAITEMENT D'UNE INFECTION BACTÉRIENNE
  申请人：[en]VANDERBILT UNIVERSITY

  公开号：WO2022165023A1

  公开（公告）日：2022-08-04

  A method of inducing death or inhibiting growth or reproduction of a Gram-positive bacterial cell involves contacting the bacterial cell with a coproporphyrinogen oxidase (CgoX) activator, thereby promoting accumulation of coproporphyrin III (CPIII) in the bacterial cell, where the CPIII serves as an intracellular photosensitizer; contacting the bacterial cell with a photosensitizer conjugated to an iron-regulated surface determinant (Isd) protein targeting moiety, which Isd proteins are expressed on the service of the bacterial cell such that the conjugated photosensitizer serves as an extracellular photosensitizer; exposing the bacterial cell to light having a first excitation wavelength of the intracellular photosensitizer; and exposing the bacterial cell to light having a second excitation wavelength of the extracellular photosensitizer.