trans-2-(piperidin-1-yl)cyclopentanol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: trans-2-(piperidin-1-yl)cyclopentanol
• 英文别名: 2-(piperidin-1-yl)cyclopentanol；trans-2-Piperidin-1-ylcyclopentanol；(1R,2R)-2-piperidin-1-ylcyclopentan-1-ol
• 化学式: C₁₀H₁₉NO
• 分子量: 169.267
• InChiKey: YJEHWGWZIACGHM-NXEZZACHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-2-(piperidin-1-yl)cyclopentanol 、 6-Methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 4-Fluorophenyl Ketone 生成 (+/-)-6-Methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 4-[[(+/-)-trans-2-(1-Piperidyl)cyclopentyl]oxy]phenyl Ketone
  参考文献：
  名称：

  Antithrombotic diamines

  摘要：

  本申请涉及使用式I所定义的二胺作为凝血酶抑制剂、凝血抑制剂和血栓性疾病药物的用途。它还提供了式I的新化合物、其制备的过程和中间体，以及包含式I的新药物制剂。

  公开号：

  US06265575B1
• 作为产物：
  描述：

  哌啶 、 1,2-环氧环戊烷 在 bismuth(lll) trifluoromethanesulfonate 作用下， 反应 0.25h， 以100%的产率得到trans-2-(piperidin-1-yl)cyclopentanol
  参考文献：
  名称：

  微波增强三氟甲磺酸铋催化的脂​​族胺开口

  摘要：

  在催化量的Bi（OTf）3 ·4H 2 O的存在下，在微波辐射下，环氧化物和胺的纯净混合物可平稳地得到相应的2-氨基醇。使多种脂族胺与环氧化烯，氧化苯乙烯和氧化二苯乙烯反应。反应进行得很快，并以高至定量的产率得到了2-氨基醇。通过简单过滤，无需水后处理即可获得所有产品。

  DOI：

  10.1016/j.tetlet.2007.12.100

文献信息

• Aminolysis of Epoxides Using Iridium Trichloride as an Efficient Catalyst
  作者：Rama Peddinti、Jyoti Agarwal、Anju Duley、Rashmi Rani

  DOI：10.1055/s-0029-1216899

  日期：——

  catalyzes the ring opening of epoxides by aryl, heterocyclic, or aliphatic amines under mild conditions. The reactions proceed at room temperature to afford the corresponding β-amino alcohols in excellent yields. In general, the aminolysis of cyclopentene oxide is faster than that of cyclohexene oxide in the presence of iridium trichloride as a catalyst. epoxides - iridium trichloride - amines - amino alcohols

  三氯化铱在温和的条件下通过芳基，杂环或脂肪族胺催化环氧化物的开环。反应在室温下进行，以优异的产率得到相应的β-氨基醇。通常，在三氯化铱作为催化剂的存在下，环戊烯氧化物的氨解速度比环己烯氧化物的氨解速度更快。 环氧化物-三氯化铱-胺-氨基醇-氨解
• Dibasic benzo[b]thiophene derivatives as a novel class of active site directed thrombin inhibitors: 4. SAR studies on the conformationally restricted C3-side chain of hydroxybenzo[b]thiophenes
  作者：Kumiko Takeuchi、Todd J. Kohn、Daniel J. Sall、Michael L. Denney、Jefferson R. McCowan、Gerry F. Smith、Donetta S. Gifford-Moore

  DOI：10.1016/s0960-894x(99)00076-1

  日期：1999.3

  A novel series of benzo[b]thiophene diamine thrombin inhibitors with a conformationally restricted C3-side chain 3 was investigated. The constrained C3-side chain by a cyclohexyl ring contributed to not only an additive but also a synergistic effect on the thrombin inhibitory activity. The SAR studies resulted in the discovery of a potent thrombin inhibitor 27 that was over 750-fold more potent than the initial lead compound 1. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Studies of reactions of dimethylphosphoramidic difluoride withtrans-2-(N,N-dialkylamino)cycloalkanols in the presence of various sulfur-containing nucleophiles
  作者：M. A. Kochetkov、V. S. Kuz'min、S. V. Sadovnikov、V. B. Sitnikov、A. V. Sosnov、E. A. Fokin

  DOI：10.1007/bf02495700

  日期：1998.9

  The reactions of dimethylphosphoramidic difluoride (I) with trans-2-(N,N-dialkylamino)cycloalkanols were studied in the presence of various sulfur-containing nucleophiles and Et3N. When O,O-diisopropyl thiophosphoric acid was used as a nucleophile, the corresponding O, O-diisopropyl S-[2-(N,N-dialkylamino)cycloalkyl] thiophosphates were obtained in satisfactory yields. The direction of this reaction in the presence of O-isopropyl toluenephosphonothioic acid depends on the pK(a) of aminoalcohol, namely, the amount of O-isopropyl tolylphosphonofluoridate that was formed along with O-isopropyl S-[2-(N,N-dialkylamino)cycloalkyl] tolylphosphonothioates was increased as the pK(a) increased. The reactions of compound 1 with trans-2-(N, N-dialkylamino)cycloalkanols and thioacetic acid afforded 2-(N,N-dialkylamino)cycloalkanethiols, certain of which were readily oxidized to the corresponding disulfides. In the case of potassium ethyl xanthate, the composition of the reaction products depends on the nature of aminoalcohol. X-ray diffraction analysis of S-(2-piperidinocyclohexyl) N,N-dimethyldithiocarbamate demonstrated that this compound exists as the trans isomer. This fact supports the reaction mechanism, which we have suggested previously and which involves the formation of aziridinium cations followed by their opening under the action of nucleophilic agents.
• ANTITHROMBOTIC DIAMINES
  申请人：ELI LILLY AND COMPANY

  公开号：EP0863755B1

  公开（公告）日：2004-12-15
• US6025382A
  申请人：——

  公开号：US6025382A

  公开（公告）日：2000-02-15