(+)-(R)-2-methyl-1,5-dibromopentane | 37779-37-6

• 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: (+)-(R)-2-methyl-1,5-dibromopentane
• 英文别名: (-)-(S)-2-methyl-1,5-dibromopentane；(R)-1,5-dibromo-2-methyl-pentane；R-(+)-1.5-Dibrom-2-methylpentan；(2R)-1,5-dibromo-2-methylpentane
• CAS: 37779-37-6
• 化学式: C₆H₁₂Br₂
• 分子量: 243.969
• InChiKey: UTNRTAHSAPJDBX-ZCFIWIBFSA-N

物化性质

• 沸点：
  232.5±8.0 °C(Predicted)
• 密度：
  1.580±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  (+)-(R)-2-methyl-1,5-dibromopentane 在 sodium hydroxide 、 potassium permanganate 、 sodium acetate 作用下， 以 水 为溶剂， 生成 (R)-(-)-2-甲基戊二酸
  参考文献：
  名称：

  Bettoni,G. et al., Gazzetta Chimica Italiana, 1972, vol. 102, p. 196 - 204

  摘要：

  DOI：
• 作为产物：
  描述：

  (R)-(-)-2-甲基戊二酸 在 lithium aluminium tetrahydride 、 三溴化磷 作用下， 生成 (+)-(R)-2-methyl-1,5-dibromopentane
  参考文献：
  名称：

  Gottarelli, Giovanni; Mariani, Paolo; Spada, Gian Piero, Journal of the Chemical Society. Perkin transactions II, 1981, p. 1529 - 1533

  摘要：

  DOI：

文献信息

• First Direct Synthesis of Optically Active 3-Methylcyclopentene
  作者：Hans-Richard Silwka、Hans-J�rgen Hansen

  DOI：10.1002/hlca.19840670212

  日期：1984.3.14

  (−)-(S)- and (+)-(R)-3-methylcyclopentene (1) has been prepared in a stereochemically unambiguous synthesis. The (S)-configuration for (−)-1 was confirmed by correlation with (−)-(S)-1-methylindane.

  （-）-（S）-和（+）-（R）-3-甲基环戊烯（1）已经通过立体化学明确的合成方法制备。通过与（-）-（S）-1-甲基茚满的相关性确认了（-）- 1的（S）构型。
• Design and Synthesis of Novel α₁_a Adrenoceptor-Selective Antagonists. 4. Structure−Activity Relationship in the Dihydropyrimidine Series
  作者：Wai C. Wong、Wanying Sun、Bharat Lagu、Dake Tian、Mohammad R. Marzabadi、Fengqi Zhang、Dhanapalan Nagarathnam、Shou W. Miao、John M. Wetzel、Jian Peng、Carlos Forray、Raymond S. L. Chang、Tsing B. Chen、Richard Ransom、Stacey O'Malley、Theodore P. Broten、Paul Kling、Kamlesh P. Vyas、Kanyin Zhang、Charles Gluchowski

  DOI：10.1021/jm9902032

  日期：1999.11.1

  papers describe the structure-activity relationship (SAR) of dihydropyrimidinones 2a,b as selective alpha(1a) antagonists. We report herein the SAR of dihydropyrimidines such as 4 and highlight the similarities and differences between the dihydropyrimidine and dihydropyrimidinone series of compounds.

  我们先前已经公开了二氢吡啶类化合物（如1a，b）作为选择性的alpha（1a）拮抗剂，作为前列腺增生（BPH）的潜在治疗方法。二氢吡啶对氧化的倾向使我们找到了核心单元的合适替代物。随附的论文描述了作为选择性α（1a）拮抗剂的二氢嘧啶酮2a，b的构效关系（SAR）。我们在此报告了二氢嘧啶如4的SAR，并突出了二氢嘧啶和二氢嘧啶酮系列化合物之间的相似点和不同点。
• PCP receptor and dopamine uptake sites are discriminated by chiral TCP and BTCP derivatives of opposite configuration
  作者：E Coderc、P Cerruti、JF Rouayrenc、JM Kamenka、J Vignon

  DOI：10.1016/0223-5234(96)88257-2

  日期：1995.1

  3-Methylpiperidine derivatives of 1-[1-(2-thienyl)cyclohexyl]piperidine (TCP) and 1-[1-(2-benzo[b]thiophenyl)cyclohexyl]piperidine (BTCP) were obtained in their racemic and homochiral forms. They have been tested for their affinity for the PCP receptor labeled with [H-3]TCP and for the dopamine transporter labeled with [H-3]BTCP. The homochiral TCP derivative (+)-R displayed a very high affinity (5.2 nM) and selectivity for the PCP receptor. In contrast, the homochiral BTCP derivative (-)-S, therefore of opposite configuration, displayed a very high affinity (3.5 nM) and selectivity for the dopamine transporter.
• Sensitivity of the PCP receptor and the dopamine transporter to ligands bearing multiple asymmetric centres
  作者：E Tonnel-Codere、P Cerruti、J Vignon、JM Kamenka

  DOI：10.1016/s0223-5234(97)83977-3

  日期：1997.1

  Generation of one or two asymmetric carbons by means of a methyl substitution into cyclohexyl or piperidine moieties of 1-[1-(2-thienyl)cyclohexyl]piperidine (TCP) and 1-[1-(2-benzo[b]thiophenyl)cyclohexyl]pi (BTCP) structures has revealed improved affinity and/or selectivity for the PCP receptor and the dopamine (DA) transporter, respectively. Therefore, to get more information about the influence of chiral centres on affinity and selectivity, simultaneous methyl substitutions of cyclohexyl and piperidine moieties have been performed to generate three asymmetric carbons into the parent structures. Thus, cis-(Pip/Me)-1-[1-(2-thienyl)-2-methylcyclohexyl]-3-methylpiperidines and cis-(Pip/Me)-1-[1-(2-benzo [b]thiophenyl) -2-methylcyclohexyl]-3-methylpiperidines in homochiral forms have been prepared and their affinities for the PCP receptor ([H-3]TCP binding) and for the DA transporter ([3H]BTCP binding) have been measured on rat brain and striatal membranes, respectively. None of the enantiomeric structures revealed affinities and/or selectivities in the same range as molecules bearing one or two asymmetric centres. In the TCP series the best compounds were in the same range as the parent compound. In the BTCP series, pure stereomers displayed lowered affinities and considerably reduced selectivities than the parent compound.
• SLIWKA, H. -R.;HANSEN, H. -J., HELV. CHIM. ACTA, 1984, 67, N 2, 434-440
  作者：SLIWKA, H. -R.、HANSEN, H. -J.

  DOI：——

  日期：——