3-溴-3,5-环己二烯-1,2-二醇 | 82683-92-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 中文名称: 3-溴-3,5-环己二烯-1,2-二醇
• 中文别名: 6-(丙烷-2-氧基)-9-(β-D-呋喃核糖基)-9H-嘌呤-2-胺
• 英文名称: 1-Bromo-2,3-dihydroxy-cyclohexa-4,6-diene
• 英文别名: 6-bromo-3,5-cyclohexadiene-1,2-diol；1-bromo-2,3-dihydroxycyclohexa-4,6-diene；3-bromo-3,5-cyclohexadiene-1,2-diol；Bromobenzene-2,3-dihydrodiol；3-bromocyclohexa-3,5-diene-1,2-diol
• CAS: 82683-92-9
• 化学式: C₆H₇BrO₂
• 分子量: 191.024
• InChiKey: KLPGXZKAVBGFGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2906199090

反应信息

• 作为反应物：
  描述：

  3-溴-3,5-环己二烯-1,2-二醇 在 吡啶 、 sodium periodate 、 aluminum amalgam 、 正丁基锂 、 PPL lipase 、 三氟化硼乙醚 、 铜 、 对甲苯磺酸 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 methyl N-[(1S,4S,5S,6R)-2-(1,3-benzodioxol-5-yl)-5,6-(isopropylidenedioxy)cyclohex-3-en-1-yl]carbamate
  参考文献：
  名称：

  Total syntheses of ert-conduramine A and ent-7-deoxypancratistatin

  摘要：

  The first total synthesis of the title alkaloid has been accomplished in fourteen steps form 1-bromo-4-iodobenzene or 1-fluoro-4-iodobenzene via chemoenzymatic production of the antipodal cis-diene diols 4. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00434-7
• 作为产物：
  描述：

  3-Bromo-6-iodo-cyclohexa-3,5-diene-1,2-diol 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 四氢呋喃 为溶剂， 生成 3-溴-3,5-环己二烯-1,2-二醇
  参考文献：
  名称：

  Total syntheses of ert-conduramine A and ent-7-deoxypancratistatin

  摘要：

  The first total synthesis of the title alkaloid has been accomplished in fourteen steps form 1-bromo-4-iodobenzene or 1-fluoro-4-iodobenzene via chemoenzymatic production of the antipodal cis-diene diols 4. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00434-7

文献信息

• SYNTHESIS OF OSELTAMIVIR CONTAINING PHOSPHONATE CONGENERS WITH ANTI-INFLUENZA ACTIVITY
  申请人：Wong Chi-Huey

  公开号：US20100113397A1

  公开（公告）日：2010-05-06

  Novel phosphonate compounds are described. The compounds have activity as neuraminidase inhibitors against wild-type and H274Y mutant of H1N1 and H5N1 viruses. The present disclosure also provides an enantioselective synthetic route to known neuraminidase inhibitors oseltamivir and the anti-flu drug Tamiflu®, as well as novel phosphonate compounds, via D-xylose. Another efficient and flexible synthesis of Tamiflu and the highly potent neuraminidase inhibitor Tamiphosphor was also achieved in 11 steps and >20% overall yields from the readily available fermentation product (1S-cis)-3-bromo-3,5-cyclohexadiene-1,2-diol. Most of the reaction intermediates were obtained as crystals without tedious purification procedures. The key transformations include an initial regio- and stereoselective bromoamidation of a bromoarene cis-dihydrodiol, as well as the final palladium-catalyzed carbonylation and phosphonylation.

  本文描述了新型膦酸盐化合物。这些化合物对H1N1和H5N1病毒的野生型和H274Y突变体具有神经氨酸酶抑制剂活性。本公开还提供了一种手性选择性的合成路线，可通过D-木糖合成已知的神经氨酸酶抑制剂奥司他韦和抗流感药物达菲®，以及新型膦酸盐化合物。另外，还通过11个步骤和>20％的总收率，从易得到的发酵产物（1S-cis）-3-溴-3,5-环己二烯-1,2-二醇中实现了达菲和高效神经氨酸酶抑制剂Tamiphosphor的有效灵活合成。大多数反应中间体都以晶体形式获得，无需繁琐的纯化程序。关键的转化包括最初的区域和立体选择性的溴胺化反应，以及最后的钯催化的羰基化和膦酸盐化反应。
• LIGHT-EMITTING ELEMENT MATERIAL PRECURSOR AND PRODUCTION METHOD THEREFOR
  申请人：Shirasawa Nobuhiko

  公开号：US20120012833A1

  公开（公告）日：2012-01-19

  A light emitting device material precursor represented by the Formula (1): (wherein R 1 to R 6 each may be the same or different and is selected from the group consisting of hydrogen, alkyl groups, cycloalkyl groups, alkenyl groups, cycloalkenyl groups, alkoxy groups, alkylthio groups, arylether groups, aryl thioether groups, aryl groups and heteroaryl groups, with the proviso that at least one of R 1 to R 6 has a fused aromatic hydrocarbon having two or more rings).

  一种发光装置材料前体，由式（1）表示： （其中，R1至R6各自可以相同或不同，并从氢、烷基、环烷基、烯基、环烯基、烷氧基、烷硫基、芳基醚基、芳基硫醚基、芳基和杂环芳基组成的群体中选择，但至少有一个R1至R6具有具有两个或更多环的融合芳香烃）。
• Synthesis of D-chiro-3-inosose and (+)-D-chiro-inositol
  申请人：VIRGINIA TECH INTELLECTUAL PROPERTIES, INC.

  公开号：EP1225175A1

  公开（公告）日：2002-07-24

  There are described novel biocatalytic and chemical processes for the synthesis of various oxygenated compounds. Particularly, there are described processes for the synthesis of a useful synthon (12) made by reacting a protected diol (acetonide) with permanganate under appropriate conditions. Such synthon is useful of the synthesis of various pharmaceutically important compounds such as D-chiro-inositol and D-chiro-3-inosose. Also, there are disclosed novel compounds, including specifically the synthon (12) and compounds derived therefrom.

  本文介绍了合成各种含氧化合物的新型生物催化和化学工艺。特别是通过在适当条件下使受保护的二元醇（丙酮）与高锰酸盐反应而合成有用的合成物（12）的工艺。这种合成物可用于合成各种重要的药物化合物，如 D-螺肌醇和 D-螺-3-肌糖。此外，还公开了新型化合物，特别包括合成物（12）及其衍生化合物。
• LIGHT-EMITTING ELEMENT MATERIAL PRECURSOR BODY AND PRODUCTION METHOD THEREFOR
  申请人：Toray Industries, Inc.

  公开号：EP2415746A1

  公开（公告）日：2012-02-08

  Disclosed are a method which can produce a chemical compound precursor body for a light-emitting element material which is difficult to produce using conventional methods, and a method for therefrom producing a suitable material and an organic electroluminescent element utilizing same. The disclosed precursor body for a light-emitting element material is represented by general formula 1. [Formula 1] (wherein, R1 - R6 may be the same or different from each other, and are chosen from the set consisting of hydrogen, an alkyl group, a cycloalkyl group, an alkenyl group, a cycloalkenyl group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thieoether group, an aryl group, a heteroaryl group, and a halogen. However, of R1 - R6, at least one must have a condensed aromatic hydrocarbon with at least two rings.)

  本发明公开了一种方法，该方法可生产出用传统方法难以生产的用于发光元件材料的化合物前驱体，以及用该化合物前驱体生产合适材料和有机电致发光元件的方法。所公开的发光元件材料的前体用通式 1 表示。[式 1]（其中，R1-R6 可以相同，也可以互不相同，并选自氢、烷基、环烷基、烯基、环烯基、烷氧基、烷硫基、芳基醚基、芳基硫醚基、芳基、杂芳基和卤素组成的集合。不过，在 R1 - R6 中，至少有一个必须具有至少两个环的缩合芳香烃）。
• EP2415746
  申请人：——

  公开号：——

  公开（公告）日：——