(1,1-dimethyl-3,5-dioxacyclohex-4-yl)-3-bromomethylbenzene | 152424-56-1

• 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: (1,1-dimethyl-3,5-dioxacyclohex-4-yl)-3-bromomethylbenzene
• 英文别名: 2-[3-(Bromomethyl)phenyl]-5,5-dimethyl-1,3-dioxane
• CAS: 152424-56-1
• 化学式: C₁₃H₁₇BrO₂
• 分子量: 285.181
• InChiKey: VIYNYGKDIKCRRD-UHFFFAOYSA-N

物化性质

• 沸点：
  344.8±37.0 °C(predicted)
• 密度：
  1.292±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 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：

  (1,1-dimethyl-3,5-dioxacyclohex-4-yl)-3-bromomethylbenzene 在 水 、 sodium hydride 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 paraffin 为溶剂， 反应 2.92h， 生成 2,2-bis<4-(3-formylbenzyloxy)phenyl>propane
  参考文献：
  名称：

  Investigation of the one-flask synthesis of porphyrins bearing meso-linked straps of variable length, rigidity, and redox activity

  摘要：

  The reactions of 18 dialdehydes have been examined in the two-step one-flask room temperature porphyrin synthesis. Efficient alkylation methods were established for the reaction of diols and diacids with m-bromomethylbenzaldehyde Dialdehydes linked at the o,o'- or m,m'-positions were converted to strapped porphyrins in yields up to 25%, while the one p,p'-linked dialdehyde that was examined failed to give porphyrin. The resulting porphyrins bear straps joining adjacent meso-positions rather than across the face of the porphyrin. Dialdehydes incorporating rigid groups provided improved yields in some but not all cases. The yield of strapped porphyrin exhibited a maximum at 10(-2) M reactant concentrations. The o,o'-strapped porphyrins exist as atropisomers thai are sufficiently stable to interconversion at room temperature to be separable chromatographically. No atropisomers of m,m'-strapped porphyrins could be separated, though some could be observed by H-1 NMR spectroscopy. For two different m,m'-strapped porphyrins, the Delta G double dagger values for interconversion of the atropisomers were found to be 66 and 68 kJ/mol. The outer rings in these strapped porphyrins range in size from 14 to 24 atoms. Five porphyrins with bridging redox-active groups (ferrocene or anthraquinone) have been prepared in one-flask reactions, including a porphyrin bearing one ferrocene and one anthraquinone in straps across adjacent meta-substituted phenyl sites. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00327-x
• 作为产物：
  描述：

  3-氰基苄基溴 在 二异丁基氢化铝 、 对甲苯磺酸 作用下， 以 正己烷 、 二氯甲烷 、 乙腈 为溶剂， 生成 (1,1-dimethyl-3,5-dioxacyclohex-4-yl)-3-bromomethylbenzene
  参考文献：
  名称：

  Investigation of the one-flask synthesis of porphyrins bearing meso-linked straps of variable length, rigidity, and redox activity

  摘要：

  The reactions of 18 dialdehydes have been examined in the two-step one-flask room temperature porphyrin synthesis. Efficient alkylation methods were established for the reaction of diols and diacids with m-bromomethylbenzaldehyde Dialdehydes linked at the o,o'- or m,m'-positions were converted to strapped porphyrins in yields up to 25%, while the one p,p'-linked dialdehyde that was examined failed to give porphyrin. The resulting porphyrins bear straps joining adjacent meso-positions rather than across the face of the porphyrin. Dialdehydes incorporating rigid groups provided improved yields in some but not all cases. The yield of strapped porphyrin exhibited a maximum at 10(-2) M reactant concentrations. The o,o'-strapped porphyrins exist as atropisomers thai are sufficiently stable to interconversion at room temperature to be separable chromatographically. No atropisomers of m,m'-strapped porphyrins could be separated, though some could be observed by H-1 NMR spectroscopy. For two different m,m'-strapped porphyrins, the Delta G double dagger values for interconversion of the atropisomers were found to be 66 and 68 kJ/mol. The outer rings in these strapped porphyrins range in size from 14 to 24 atoms. Five porphyrins with bridging redox-active groups (ferrocene or anthraquinone) have been prepared in one-flask reactions, including a porphyrin bearing one ferrocene and one anthraquinone in straps across adjacent meta-substituted phenyl sites. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00327-x

文献信息

• 10a-Azalide Compound
  申请人：Sugimoto Tomohiro

  公开号：US20090281292A1

  公开（公告）日：2009-11-12

  [Object]: To provide a compound having a novel structure effective against Hemophilus influenzae and erythromycin resistant bacteria (for example, resistant pneumococci and streptococci) as well as against conventional erythromycin sensitive bacteria. [Solution]: A novel 10a-azalide compound represented by the formula (I), a pharmaceutically acceptable salt thereof or a solvate thereof, or an intermediate for the preparation of the same. The compound of the present invention has superior antibacterial activity against Hemophilus influenzae , erythromycin resistant pneumococci and the like, and therefore, the compound can be used as a therapeutic agent of infectious diseases.

  【目标】提供一种具有新结构的化合物，对流感嗜血杆菌和红霉素耐药菌（例如耐药肺炎球菌和链球菌）以及传统的红霉素敏感菌具有有效作用。 【解决方案】本发明提供了一种新型10a-氮杂环十六元化合物，其化学式为（I），其药学上可接受的盐或其溶剂化物，或其制备的中间体。该化合物对流感嗜血杆菌、红霉素耐药性肺炎球菌等具有卓越的抗菌活性，因此可以作为治疗传染病的药物。
• 10a-AZALIDE COMPOUND
  申请人：TAISHO PHARMACEUTICAL CO., LTD

  公开号：EP1985620A1

  公开（公告）日：2008-10-29

  [Object]: To provide a compound having a novel structure effective against Hemophilus influenzae and erythromycin resistant bacteria (for example, resistant pneumococci and streptococci) as well as against conventional erythromycin sensitive bacteria. [Solution]: A novel 10a-azalide compound represented by the formula (I), a pharmaceutically acceptable salt thereof or a solvate thereof, or an intermediate for the preparation of the same. The compound of the present invention has superior antibacterial activity against Hemophilus influenzae, erythromycin resistant pneumococci and the like, and therefore, the compound can be used as a therapeutic agent of infectious diseases.

  [目的]：提供一种具有新型结构的化合物，该化合物对流感嗜血杆菌和红霉素耐药菌（例如耐药肺炎球菌和链球菌）以及传统的红霉素敏感菌有效。 [解决方案］一种由式（I）代表的新型 10a-azalide 化合物、其药学上可接受的盐或其溶液，或制备其的中间体。本发明的化合物对流感嗜血杆菌、耐红霉素肺炎球菌等具有优异的抗菌活性，因此可用作传染性疾病的治疗剂。
• US8097708B2
  申请人：——

  公开号：US8097708B2

  公开（公告）日：2012-01-17
• Investigation of the one-flask synthesis of porphyrins bearing meso-linked straps of variable length, rigidity, and redox activity
  作者：Richard W. Wagner、Thomas E. Johnson、Jonathan S. Lindsey

  DOI：10.1016/s0040-4020(97)00327-x

  日期：1997.5

  The reactions of 18 dialdehydes have been examined in the two-step one-flask room temperature porphyrin synthesis. Efficient alkylation methods were established for the reaction of diols and diacids with m-bromomethylbenzaldehyde Dialdehydes linked at the o,o'- or m,m'-positions were converted to strapped porphyrins in yields up to 25%, while the one p,p'-linked dialdehyde that was examined failed to give porphyrin. The resulting porphyrins bear straps joining adjacent meso-positions rather than across the face of the porphyrin. Dialdehydes incorporating rigid groups provided improved yields in some but not all cases. The yield of strapped porphyrin exhibited a maximum at 10(-2) M reactant concentrations. The o,o'-strapped porphyrins exist as atropisomers thai are sufficiently stable to interconversion at room temperature to be separable chromatographically. No atropisomers of m,m'-strapped porphyrins could be separated, though some could be observed by H-1 NMR spectroscopy. For two different m,m'-strapped porphyrins, the Delta G double dagger values for interconversion of the atropisomers were found to be 66 and 68 kJ/mol. The outer rings in these strapped porphyrins range in size from 14 to 24 atoms. Five porphyrins with bridging redox-active groups (ferrocene or anthraquinone) have been prepared in one-flask reactions, including a porphyrin bearing one ferrocene and one anthraquinone in straps across adjacent meta-substituted phenyl sites. (C) 1997 Elsevier Science Ltd.