trans-1-bromo-7-methyl-2,6-octadiene | 58135-14-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: trans-1-bromo-7-methyl-2,6-octadiene
• 英文别名: 7-Methylocta-2-trans,6-dienyl bromide；(2E)-1-bromo-7-methyl-2,6-octadiene；1-bromo-7-methyl-octa-2t,6-diene；7-methyloct-2,6-dienyl bromide；(2E)-1-bromo-7-methylocta-2,6-diene
• CAS: 58135-14-1
• 化学式: C₉H₁₅Br
• 分子量: 203.122
• InChiKey: IAFBPVBNFUTLKB-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  trans-1-bromo-7-methyl-2,6-octadiene 在 tris(tetra-n-butylammonium) hydrogen pyrophosphate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 7-Methylocta-2,6-dien-1-yl Pyrophosphate
  参考文献：
  名称：

  Tris(tetrabutylammonium) hydrogen pyrophosphate. A new reagent for the preparation of allylic pyrophosphate esters

  摘要：

  DOI：

  10.1021/jo00322a060
• 作为产物：
  描述：

  (E)-7-methylocta-2,6-dien-1-ol 在 四溴化碳 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 2.17h， 以98%的产率得到trans-1-bromo-7-methyl-2,6-octadiene
  参考文献：
  名称：

  三烯和二烯的氧化环化反应：Membrarollin的全合成

  摘要：

  含有一个缺电子双键的三烯和二烯被显示在高锰酸根离子存在下进行区域和立体选择性氧化环化反应，得到2,5-双羟基烷基四氢呋喃（THF二醇）。产生的THF二醇保留了烯烃或炔烃的官能度，从而为金属氧介导的相邻THF环的引入提供了方便的处理方法，并且可以对相对和绝对立体化学进行总体控制。具有邻-顺-苏-反-赤型，苏-顺-苏-反-苏，苏-顺-苏-顺-赤，苏-顺-苏-顺-苏或苏-顺-苏式的相邻双-THF跨式关系是由烯烃的几何形状和方法用于第二环的闭合的适当的选择合成。所述苏-顺式-苏式-顺式-赤式立体化学布置了若干的双THF芯单元内体现的番荔枝内酯包括membrarollin，而trilobacin具有苏式-顺式-赤-反式-苏配置芯。作为选择性氧化环化方法的一种应用，从十二碳烯中以17个线性步骤完成了membrarollin的全合成。还以15个线性步骤合成了membrarollin的C21，C22双差向异构体，而无需使用羟基保护。

  DOI：

  10.1021/jo802012a

文献信息

• Heterocyclic compounds
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0269230A1

  公开（公告）日：1988-06-01

  A compound of the formula (I) or an acid addition salt thereof, wherein R is hydrogen or C1-4 alkyl, R¹ is chlorine or methyl optionally substituted by one or two fluorine, R2a to R2d are the same or different and are chosen from the group comprising hydrogen, chlorine, bromine, fluorine, C1-4 alkyl optionally substituted by fluorine or chlorine atoms, C1-4 alkoxy, C1-4 acyl, C1-4 alkoxycarbonyl, C1-4alkylthio, nitro, cyano, amino optionally substituted by C1-4 alkyl or C1-4 acyl; E is C6-10 aryl or aralkyl, a group CH₂C (Me)₂OR³ wherein R³ is hydrogen, C1-4 acyl, C1-4 alkyl or C2-8 carbamyl, a group CH=C(Me)CH₂CH₂CH=CMe₂, a group -Me₂, a group OCHR⁴R⁵ wherein R⁴and R⁵ are the same or different and each is methyl or ethyl, a group CH=CR⁶R⁷ wherein R⁶ is hydrogen, chlorine, bromine, fluorine, C1-4 alkyl, C1-8 alkoxycarbonyl, C1-4 alkynyl or C1-8 acyl and R⁷ is hydrogen, chlorine, bromine, fluorine or C1-4 alkyl, or a group CH=X-Y-R⁸ wherein X is N or C(R⁹) wherein R⁹ is hydrogen or C1-6alkyl, Y is oxygen, sulphur or a group NR¹⁰ wherein R¹⁰ is C1-8 hydrocarbyl, R⁸ is C1-4 acyl or C1-10 hydrocarbyl optionally substituted by C1-4 alkyl, C1-4 alkoxy, C1-4 acyl or halogen, or, when X is nitrogen, R⁸ may be hydrogen; provided that at least of of R2a to R2d is other than hydrogen when R¹ is methyl or chlorine except when E is OCHR⁴R⁵, C6-10 aryl and aralkyl, CH=CR⁶R⁷ or CH=XYR⁸ or R³ is C2-8 carbamyl and that R2c is not methyl when R¹ is methyl except when E is CH=CR⁶R⁷ or CH=XYR⁸, and other than 1-geranyl-2-methylbenzimidazole, processes for their preparation, formulations containing them and their use in the control of pests, helminths and fungi.

  化合物的公式（I）或其酸加成盐，其中R是氢或C1-4烷基，R¹是氯或甲基，可选地被一或两个氟取代，R2a到R2d相同或不同，选自包括氢，氯，溴，氟，C1-4烷基（可选地被氟或氯原子取代），C1-4烷氧基，C1-4酰基，C1-4烷氧羰基，C1-4烷基硫，硝基，氰基，C1-4烷基或C1-4酰基取代的氨基；E是C6-10芳基或芳基烷基，CH₂C(Me)₂OR³（其中R³是氢，C1-4酰基，C1-4烷基或C2-8氨基甲酰基），CH=C(Me)CH₂CH₂CH=CMe₂，-Me₂，OCHR⁴R⁵（其中R⁴和R⁵相同或不同，每个是甲基或乙基），CH=CR⁶R⁷（其中R⁶是氢，氯，溴，氟，C1-4烷基，C1-8烷氧羰基，C1-4炔基或C1-8酰基，R⁷是氢，氯，溴，氟或C1-4烷基），或CH=X-Y-R⁸（其中X是N或C（R⁹），其中R⁹是氢或C1-6烷基，Y是氧，硫或NR¹⁰（其中R¹⁰是C1-8烃基），R⁸是C1-4酰基或C1-10烃基，可选地被C1-4烷基，C1-4烷氧基，C1-4酰基或卤素取代，或者当X是氮时，R⁸可以是氢；但是当R¹是甲基或氯时，R2a到R2d中至少有一个不是氢，除非E是OCHR⁴R⁵，C6-10芳基和芳基烷基，CH=CR⁶R⁷或CH=XYR⁸或R³是C2-8氨基甲酰基，而且当R¹是甲基时，R2c不是甲基，除非E是CH=CR⁶R⁷或CH=XYR⁸，除了1-香叶醇-2-甲基苯并咪唑之外，还提供了它们的制备方法，包含它们的配方以及它们在害虫，蠕虫和真菌控制中的用途。
• [EN] NOVEL ORGANOSILICA COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS ORGANOSILICIÉS
  申请人：UNIV GENT

  公开号：WO2013093022A1

  公开（公告）日：2013-06-27

  The present invention relates to novel silica materials, precursors thereof and the preparation thereof. The compounds may be used for a variety of applications, including chromatography and catalysis.

  本发明涉及新型硅材料，其前体和制备方法。这些化合物可用于各种应用，包括色谱和催化。
• Efficient synthesis and biological evaluation of demethyl geranylgeranoic acid derivatives
  作者：Akimori Wada、Fei Wang、Yoshitomo Suhara、Yumiko Yamano、Takashi Okitsu、Kimie Nakagawa、Toshio Okano

  DOI：10.1016/j.bmc.2010.07.003

  日期：2010.8

  Synthetic retinoids have generated in the fields of dermatology and oncology due to their potent anti-proliferative and differentiation activities. We efficiently synthesized different demethyl geranylgeranoic acid (GGA) analogs, and evaluated their biological activities. Among the demethyl analogs synthesized, 3-demethyl derivative exhibited the highest anti-proliferative activity in HL-60 cells. In addition, a 3-demethyl derivative induced apoptosis more potently than 9Z-retinoic acid. These activities were due to the high binding affinity of 3-demethyl derivative for retinoid receptors. We found that, in a conjugated polyene system combined with a methyl substituent, the position of the methyl played an important role in the regulation of gene transcription and apoptosis-inducing activity. These results provided useful information on the structure-activity relationships of GGA derivatives that function as acyclic retinoic acid analogs. This information is likely to be useful in the development of new anti-cancer drugs. (C) 2010 Elsevier Ltd. All rights reserved.
• DIXIT V. M.; LASKOVICA F. M.; NOALL W. I.; POULTER C. D., J. ORG. CHEM., 1981, 46, NO 9, 1967-1969
  作者：DIXIT V. M.、 LASKOVICA F. M.、 NOALL W. I.、 POULTER C. D.

  DOI：——

  日期：——
• NOVEL ORGANOSILICA COMPOUNDS
  申请人：Universiteit Gent

  公开号：EP2794621A1

  公开（公告）日：2014-10-29