(1S,2S)-trans-2-iodo-cyclohexanol | 122673-91-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2S)-trans-2-iodo-cyclohexanol
• 英文别名: (1S,2S)-2-iodocyclohexanol；trans-2-Iod-cyclohexan-1-ol；trans-2-Iod-cyclohexanol；(1S,2S)-2-iodocyclohexan-1-ol
• CAS: 122673-91-0
• 化学式: C₆H₁₁IO
• 分子量: 226.057
• InChiKey: YSLIEJFPLGXOBP-WDSKDSINSA-N

物化性质

• 沸点：
  253.4±33.0 °C(Predicted)
• 密度：
  1.76±0.1 g/cm3(Predicted)

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,2S)-trans-2-iodo-cyclohexanol 、 甲氧基-三氟甲基苯 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Enzymatic preparation of (1S,2R)- and (1R,2S)-stereoisomers of 2-halocycloalkanols

  摘要：

  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.

  DOI：

  10.1016/j.tetasy.2012.11.011
• 作为产物：
  描述：

  2-iodo-1-cyclohexanol 生成 (1S,2S)-trans-2-iodo-cyclohexanol
  参考文献：
  名称：

  Synthesis of enantiomerically pure (R)-2-cycloalken-1-ols using highly enantioselective enzymatic transesterification

  摘要：

  Optically pure (R)-2-cycloalken-1-ols were synthesized via highly enantioselective lipase-catalyzed transesterification of 2-substituted cycloalkanols.

  DOI：

  10.1016/s0957-4166(00)80093-2

文献信息

• Enzymatic resolution of stereoisomers of 2-iodocyclohexanol
  作者：O. O. Kolodiazhna、A. O. Kolodiazhna、O. I. Kolodiazhnyi

  DOI：10.1007/s11172-012-0305-1

  日期：2012.11

  All four optically active stereoisomers of 2-iodocyclohexanol were synthesized. Their enantiomeric purity was determined upon derivatization with Mosher’s acid, absolute configuration have been established by chemical correlation.

  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。
• Chemical synthesis
  申请人：Kavtaradze Kita Levan

  公开号：US20050038301A1

  公开（公告）日：2005-02-17

  The present invention relates to a method of producing vicinal diols from a compound, the method characterised by the step of reacting the compound with a moderately strong acid in the presence one or more reagents capable of supplying hydroxyl groups wherein the moderately strong acid is a strongly reducing agent, but has a conjugate base that is a weak nucleophile. In preferred embodiments the moderately strong acid is hypophosphorous acid and the reagent(s) capable of supplying hydroxyl groups is 2-propanol in water, where 2-propanol is water soluable and organic. This method is particularly applicable to the production of vicinal diols of steroids, including lanosterol. Once vicinal diols of lanosterol diols are formed they are then capable of being further reacted to produce high purity lanosterol.

  本发明涉及一种从化合物中制备邻二醇的方法，其特征在于将该化合物与中等强度酸在一种或多种能够提供羟基的试剂的存在下反应，其中中等强度酸是一种强还原剂，但具有弱亲核副基。在优选实施例中，中等强度酸是亚磷酸，能够提供羟基的试剂是水中的2-异丙醇，其中2-异丙醇是水溶性和有机的。该方法特别适用于类固醇，包括麦角甾醇的邻二醇的生产。一旦形成了麦角甾醇的邻二醇，它们就能够进一步反应，产生高纯度的麦角甾醇。
• Heterocyclic substituted carbonyl derivatives and their use as dopamine D3 receptor ligands
  申请人：Aventis Pharmaceuticals Inc.

  公开号：EP1935887A1

  公开（公告）日：2008-06-25

  The invention relates to heterocyclic substituted carbonyl derivatives of the formula I that display selective binding to dopamine D3 receptors and are useful for treating central nervous system disorders associated with the dopamine D3 receptor activity in a patient in need of such treatment comprising administering to the subject a therapeutically effective amount of said compounds for alleviation of such disorder. The central nervous system disorders that may be treated with these compounds include Psychotic Disorders, Substance Dependence, Substance Abuse, Dyskinetic Disorders (e.g. Parkinson's Disease, Parkinsonism, Neuroleptic-Induced Tardive Dyskinesia, Gilles de la Tourette Syndrome and Huntington's Disease), Dementia, Anxiety Disorders, Sleep Disorders, Circadian Rhythm Disorders and Mood Disorders. The subject invention is also directed towards processes for the preparation of the compounds described herein as well as methods for making and using the compounds as imaging agents for dopamine D3 receptors.

  本发明涉及式 I 的杂环取代的羰基衍生物 本发明涉及式 I 的杂环取代羰基衍生物，该衍生物与多巴胺 D3 受体具有选择性结合，可用于治疗需要此类治疗的患者中与多巴胺 D3 受体活性相关的中枢神经系统紊乱，包括向受试者施用治疗有效量的所述化合物以缓解此类紊乱。可用这些化合物治疗的中枢神经系统疾病包括精神障碍、药物依赖、药物滥用、运动障碍（如帕金森病、帕金森氏症、神经抑制剂诱发的迟发性运动障碍、吉勒-德拉图雷特综合征和亨廷顿氏病）、痴呆、焦虑症、睡眠障碍、昼夜节律紊乱和情绪障碍。本发明还涉及本文所述化合物的制备过程以及将这些化合物用作多巴胺 D3 受体成像剂的制备和使用方法。
• Synthesis of an enantiomerically pure aminoisoquinocarbazole with antiarrhythmic activity via lipase-catalyzed enantioselective transesterification
  作者：Tetuya Fukazawa、Yasuo Shimoji、Toshihiko Hashimoto

  DOI：10.1016/0957-4166(96)00199-1

  日期：1996.6

  Enantiomerically pure (R)-2-cydohexen-1-ol 5 was prepared via lipase-catalyzed enantioselective transesterification of 2-substituted cyclohexanol, and stereospecifically converted to (-)-(2-cyclohexenyl)acetic acid 4. Enantiomerically pure aminoisoquinocarbazole 1 (RS-2135) was synthesized stereoselectively from 4, using an intramolecular Dids-Alder reaction and Curtius rearrangement. Copyright (C) 1996 Elsevier Science Ltd
• COHALOGENATIONS OF SELECTED DOUBLE BONDED COMPOUNDS USING N-HALO-SUCCINIMIDE.
  申请人：The University of Waikato

  公开号：EP1438324A1

  公开（公告）日：2004-07-21