(1S,2R)-2-iodocyclohexanol | 1421276-76-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2R)-2-iodocyclohexanol
• 英文别名: (1S,2R)-2-iodocyclohexan-1-ol
• CAS: 1421276-76-7
• 化学式: C₆H₁₁IO
• 分子量: 226.057
• InChiKey: YSLIEJFPLGXOBP-RITPCOANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1S,2R)-2-iodocyclohexanol 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 46.0h， 生成 (R)-2-cyclohexen-1-ol
  参考文献：
  名称：

  Enzymatic resolution of stereoisomers of 2-iodocyclohexanol

  摘要：

  合成了2-碘环己醇的全部四种具有光学活性的立体异构体，其对映体纯度通过与茅氏酸衍生物化反应测定，并通过化学关联确定了绝对构型。

  DOI：

  10.1007/s11172-012-0305-1
• 作为产物：
  描述：

  环己烯 在 potassium iodate 、 硫酸 、 水 、 potassium iodide 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以83%的产率得到(1S,2R)-2-iodocyclohexanol
  参考文献：
  名称：

  用2：1溴化物/溴酸盐和碘化物/碘酸盐试剂对烯烃进行邻位官能化的比较研究

  摘要：

  比较评价在邻位卤代醇，卤代甲基醚和卤代乙酸盐的合成由从使用2-烯烃：1溴- /的BrO 3 -和我- / IO 3 -试剂。在许多情况下，两种试剂都以高收率选择性地提供产物。得到最高卤素原子效率为97％和溴93％- /的BrO 3 -和我- / IO 3 - ，分别。这两个试剂，我- / IO 3 -已确定“丙烯酰胺”是用于直链烯烃的邻位官能化以及用于制备卤代乙酸酯的优选试剂。然而，只有溴- /的BrO 3 -是有效的邻位官能反式-二苯乙烯和查耳酮。

  DOI：

  10.1016/j.tet.2009.01.095

文献信息

• Macrocyclic Ghrelin Receptor Antagonists and Inverse Agonists and Methods of Using the Same
  申请人：Hoveyda Hamid R.

  公开号：US20110105389A1

  公开（公告）日：2011-05-05

  The present invention provides novel conformationally-defined macrocyclic compounds that have been demonstrated to be selective modulators of the ghrelin receptor (GRLN, growth hormone secretagogue receptor, GHS-R1a and subtypes, isoforms and/or variants thereof). Methods of synthesizing the novel compounds are also described herein. These compounds are useful as antagonists or inverse agonists of the ghrelin receptor and as medicaments for treatment and prevention of a range of medical conditions including, but not limited to, metabolic and/or endocrine disorders, obesity and obesity-associated disorders, appetite or eating disorders, addictive disorders, cardiovascular disorders, gastrointestinal disorders, genetic disorders, hyperproliferative disorders, central nervous system disorders and inflammatory disorders.

  本发明提供了新型构象定义的大环化合物，已被证明是生长激素分泌素受体（GRLN，生长激素分泌素受体，GHS-R1a及其亚型、异构体和/或变种）的选择性调节剂。本文还描述了合成这些新型化合物的方法。这些化合物可用作生长激素分泌素受体的拮抗剂或逆向激动剂，以及用于治疗和预防一系列医学疾病，包括但不限于代谢和/或内分泌紊乱、肥胖和与肥胖相关的疾病、食欲或进食紊乱、成瘾紊乱、心血管疾病、胃肠道疾病、遗传疾病、过度增殖性疾病、中枢神经系统疾病和炎症性疾病。
• Facile Synthesis of Vicinal Halohydrins Via Organocatalytic Halogen Nucleophile-Induced Regioselective Opening of Epoxides
  作者：Niharika Sinha、Shiv Murat Singh Chauhan、Anchal Singhal、Deeksha Sharma

  DOI：10.2174/1570178618666211001114243

  日期：2022.6

  Background:The calix[4]pyrrole is reported as a novel organocatalyst for regioselective ring opening of epoxides under mild reaction conditions. Methods: The reaction involves elemental halogen as a nucleophile to afford vicinal halohydrins in good to excellent yield (75-95%). Results : The reactivity of the halide anion in the reaction is governed by different factors, including solvent polarity,

  背景：据报道，杯[4]吡咯是一种在温和反应条件下用于环氧化物区域选择性开环的新型有机催化剂。方法：该反应涉及元素卤素作为亲核试剂，以良好至优异的产率 (75-95%) 提供连位卤代醇。结果：反应中卤化物阴离子的反应性受溶剂极性、温度和杯[4]吡咯部分官能团与卤化物离子的非共价相互作用等不同因素控制。结论：一种有效的方法已被开发用于区域选择性合成卤代醇，产率良好至极好。
• Enzymatic preparation of (1S,2R)- and (1R,2S)-stereoisomers of 2-halocycloalkanols
  作者：Olga O. Kolodiazhna、Anastasy O. Kolodiazhna、Oleg I. Kolodiazhnyi

  DOI：10.1016/j.tetasy.2012.11.011

  日期：2013.1

  The stereoisomers of cis-2-halocycloalkanols were resolved by a kinetically controlled transesterification with vinyl acetate in the presence of lipases in organic media. High enantioselectivities (ee >98%) and good isolated yields were obtained for all substrates using the appropriate lipase. Burkholderia cepacia lipase was the most efficient enzyme for the resolution of these substrates. The enantiomeric purities of the compounds were defined by derivatization with Mosher's acid and the absolute configurations were determined by chemical correlation. (C) 2012 Elsevier Ltd. All rights reserved.
• US4231937A
  申请人：——

  公开号：US4231937A

  公开（公告）日：1980-11-04
• Ni‐Catalyzed Linearizable Cyclization/Coupling with Detachable Silicon‐Oxygen Linker: Access to 1,2‐Oxasilolanes, 3‐Hydroxysilanes and 4‐Arylalkanols
  作者：Margaret G. Lakomy、Majji Shankar、Ava C. Del Rio、Ramesh Giri

  DOI：10.1002/anie.202404679

  日期：2024.6.10

  We disclose a Ni‐catalyzed cyclization/alkylmetal interception reaction in which products are readily linearized to permit regiodefined alkene dicarbofunctionalization. This method offers a convenient route to access 1,2‐oxasilolane heterocycles, 3‐hydroxysilanes and 4‐arylalkanols with the formation of C(sp3)‐C(sp3) bonds at primary and secondary alkyl carbon centers. In this reaction, a silicon‐oxygen (Si‐O) bond functions as a detachable linker that can be delinked with several hydride, alkyl, aryl and vinyl nucleophiles to create profusely functionalized 3‐hydroxysilanes. A silicon motif in the cyclic C(sp3)‐Si‐O construct in 1,2‐oxasilolane heterocycles can also be selectively deleted by Pd‐catalyzed hydrodesilylation affording Si‐ablated linear alcohol products reminiscent of vicinal ethylene dicarbofunctionalization with C(sp3) and C(sp2) carbon sources.