1-溴-2-甲基环戊-1-烯 | 133302-95-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 中文名称: 1-溴-2-甲基环戊-1-烯
• 英文名称: 1-bromo-2-methylcyclopent-1-ene
• 英文别名: 1-Brom-2-methyl-1-cyclopenten；1-bromo-2-methylcyclopentene；Cyclopentene, 1-bromo-2-methyl-(9CI)
• CAS: 133302-95-1
• 化学式: C₆H₉Br
• 分子量: 161.041
• InChiKey: NEDZFKVJIOXYIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  1-溴-2-甲基环戊-1-烯 在 10percent Pd/C 氢气 、 叔丁基锂 作用下， 以 四氢呋喃 、 甲醇 为溶剂， -78.0~25.0 ℃ 、101.33 kPa 条件下， 反应 19.5h， 生成 Dimethyl-2-methylcyclopentylboronat
  参考文献：
  名称：

  Diastereoselective Reduction of Alkenylboronic Esters as a New Method for Controlling the Stereochemistry of up to Three Adjacent Centers in Cyclic and Acyclic Molecules

  摘要：

  [GRAPHIC]cis-Boronates are readily available via a diastereoselective Pd-catalyzed reduction of tetrasubstituted alkenylboronic esters using H-2. Applying the reaction conditions presented to unsaturated open-chain boronic esters allows the stereochemistry of up to three adjacent centers to be controlled.

  DOI：

  10.1021/ol0262486
• 作为产物：
  描述：

  Trimethyl-(2-methyl-cyclopent-1-enyl)-stannane 在 溴 作用下， 以 二氯甲烷 为溶剂， 以81%的产率得到1-溴-2-甲基环戊-1-烯
  参考文献：
  名称：

  Stereoselective Construction of the Dicyclopenta[a,d]cyclooctene Core of the Ceroplastin Sesterterpenes by Way of the Anionic Oxy-Cope Rearrangement

  摘要：

  Bicyclo[3.2.1]octanediones such as 9, which are readily available by double carbonylation of (1,3-cyclohexadiene)iron tricarbonyl complexes according to Eilbracht, are amenable to regiospecific methylenation under Wittig conditions. Reduction of 10 with copper hydride leads to 11, which can be resolved by application of Johnson's sulfoximine technology and oxidized to give the enantiopure antipodes of 10. Variously substituted cyclopentenyl anions undergo 1,2-addition to 10, providing carbinols which are capable of anionic oxy-Cope rearrangement via chair transition states. These structural reorganizations are fully stereocontrolled and lead directly to functionalized dicyclopenta[a,d]cyclooctenes. When 11 is treated analogously, only [1,3] sigmatropy is observed and inversion of stereochemistry at the migrating carbon prevails. Both processes exhibit impressive scaffolding powers and are characterized by brevity.

  DOI：

  10.1021/jo952165+

文献信息

• COLD MENTHOL RECEPTOR-1 ANTAGONISTS
  申请人：Colburn Raymond W.

  公开号：US20120053347A1

  公开（公告）日：2012-03-01

  The invention is directed to TRPM8 antagonists of Formula (I). More specifically, the present invention relates to certain novel compounds, methods for preparing compounds, compositions, intermediates and derivatives thereof and methods for treating TRPM8-mediated disorders. Pharmaceutical and veterinary compositions and methods of treating pain and various other disease states or conditions using compounds of the invention are also described.

  这项发明涉及式(I)的TRPM8拮抗剂。更具体地，本发明涉及某些新颖化合物，制备化合物的方法，组合物，中间体及其衍生物，以及治疗TRPM8介导的疾病的方法。还描述了使用本发明化合物治疗疼痛和各种其他疾病状态或病情的药用和兽医组合物及治疗方法。
• Regio- and Stereoselective Synthesis of Cyclopentenones: Intermolecular Pseudo-Pauson-Khand Cyclization
  作者：José Barluenga、Ana Álvarez-Fernández、Ángel L. Suárez-Sobrino、Miguel Tomás

  DOI：10.1002/anie.201105362

  日期：2012.1.2

  two‐step access to polysubstituted cyclopentenones from terminal alkynes, [M(CO)6], and bromoalkenes is described. This protocol is an alternative to the intermolecular Pauson–Khand reaction, and can be used with a variety of bromoalkenes. Moreover, the final quenching allows the installation of reactive electrophiles (E). The enantiopure product cyclopentenones can be synthesized with an all‐carbon‐substituted

  分两步进行：描述了非常简单的两步访问末端炔烃[M（CO）6 ]和溴代烯烃的多取代环戊烯酮的方法。该方案是分子间Pauson-Khand反应的替代方案，可用于多种溴代烯烃。而且，最后的淬灭允许安装反应性亲电试剂（E）。对映体纯产物环戊烯酮可以与全碳取代的季立体中心合成。
• Stereoselective migration of sterically hindered organoboranes in cyclic and acyclic systems. A stereoselective allylic C–H activation reaction
  作者：Eike Hupe、Dmitri Denisenko、Paul Knochel

  DOI：10.1016/j.tet.2003.09.043

  日期：2003.11

  The thermal migration of cyclic and acyclic organoboranes were studied. In most cases, a stereoselective 1,2-dyotropic migration was observed, allowing the stereocontrol of three contiguous chiral centers. Scope and limitations of this thermal migration are presented.

  研究了环状和非环状有机硼烷的热迁移。在大多数情况下，可以观察到立体选择性的1,2-二向同性迁移，从而可以立体控制三个连续的手性中心。介绍了这种热迁移的范围和局限性。
• KETONE OR OXIME COMPOUND, AND HERBICIDE
  申请人：NISSAN CHEMICAL INDUSTRIES, LTD.

  公开号：US20170347647A1

  公开（公告）日：2017-12-07

  There is provided novel agricultural chemicals, in particular herbicides. A ketone or oxime compound or a salt thereof of Formula (1): wherein B is a ring of any one of B-1, B-2, or B-3, Q is an oxygen atom, a sulfur atom, NOR 7 , etc., R 6 is a hydrogen atom, C 1-6 alkyl, etc., R 7 is a hydrogen atom, C 1-6 alkyl, etc., R 8a , R 8b , R 9a , R 9b , R 10 , R 11 , R 12 , R 13 , and R 14 are each independently a hydrogen atom, C 1-6 alkyl, etc., m is an integer of 1 or 2, n is an integer of 0, 1 or 2; and a herbicide including the compound or salt thereof.

  提供了新型农业化学品，特别是除草剂。化合物或其盐的酮或肟化合物的公式（1）：其中B是B-1、B-2或B-3中的任意一个环，Q是氧原子、硫原子、NOR7等，R6是氢原子、C1-6烷基等，R7是氢原子、C1-6烷基等，R8a、R8b、R9a、R9b、R10、R11、R12、R13和R14各自独立地是氢原子、C1-6烷基等，m是1或2的整数，n是0、1或2的整数；以及包括该化合物或其盐的除草剂。
• URACIL DERIVATIVE AND USE THEREOF FOR MEDICAL PURPOSES
  申请人：Shiro Tomoya

  公开号：US20140179670A1

  公开（公告）日：2014-06-26

  The present invention provides: an uracil derivative represented by general formula (I) or a physiologically acceptable salt thereof (in the formula, R 1 represents a hydrogen atom, a C 1-10 alkyl group, a C 2-6 alkene group or a 3- to 6-membered saturated or 4- to 6-membered unsaturated aliphatic ring group which may contain 1 to 2 hetero atoms independently selected from the group consisting of N, O and S; R 2 represents a hydrogen atom, a halogen atom, a cyano group, —NR c R d , —N═CHN(CH 3 ) 2 , or an C 1-3 alkyl group; Ar 1 and Ar 2 independently represent a 5- to 6-membered aromatic ring group which may contain 1 to 3 hetero atoms independently selected from the group consisting of N, O and S; and L represents a 6-membered aromatic ring group which may contain 1 to 4 nitrogen atoms, a pyrazole group, a triazole group, or an imidazole group); and a therapeutic agent or prophylactic agent for various inflammatory diseases associated with elastase, comprises the compound or the like as an active ingredient.

  本发明提供：一种尿嘧啶衍生物，其由通式（I）表示，或其生理上可接受的盐（在该式中，R1代表氢原子，C1-10烷基，C2-6烯基或3-至6-成员饱和或4-至6-成员不饱和的脂肪环基，该环基可以独立地选择来自N，O和S的1到2个杂原子；R2代表氢原子，卤素原子，氰基，—NRcRd，—N═CHN(CH3)2或C1-3烷基；Ar1和Ar2独立地表示5-至6-成员芳香环基，该环基可以独立地选择来自N，O和S的1到3个杂原子；L表示6-成员芳香环基，该环基可以包含1到4个氮原子，吡唑基，三唑基或咪唑基）；以及用作与弹性酶相关的各种炎症性疾病的治疗剂或预防剂，包括该化合物或类似物作为活性成分。