(1-(prop-2-yn-1-yl)pyrrolidin-2-yl)methanol | 1250167-12-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (1-(prop-2-yn-1-yl)pyrrolidin-2-yl)methanol
• 英文别名: [1-(Prop-2-yn-1-yl)pyrrolidin-2-yl]methanol；(1-prop-2-ynylpyrrolidin-2-yl)methanol
• CAS: 1250167-12-4
• 化学式: C₈H₁₃NO
• mdl: MFCD14660783
• 分子量: 139.197
• InChiKey: MFSYXXIWVDCEDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  211.9±15.0 °C(Predicted)
• 密度：
  1.022±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  (1-(prop-2-yn-1-yl)pyrrolidin-2-yl)methanol 在 copper(l) iodide 、 四(三苯基膦)钯 、 草酰氯 、 双三氟甲烷磺酰亚胺 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 76.0h， 生成 (E)-2-(3-methylbuta-1,3-dien-1-yl)-1-(3-phenylprop-2-yn-1-yl)pyrrolidine
  参考文献：
  名称：

  Diastereoselective Synthesis of Fluorine-Containing Pyrrolizidines via Triphenylcarbenium Tetrafluoroborate-Promoted Carbofluorination of N-3-Arylpropargylpyrrolidine-Tethered Tertiary Allylic Alcohols

  摘要：

  Inexpensive and air stable triphenylcarbenium tetrafluoroborate efficiently promoted the carbofluorination of N-arylpropargylpyrrolidines bearing a tertiary allylic alcohol tether at the 2-position of the pyrrolidine ring to provide 1-isobutenyl-2-(fluoro(phenyl)methylenylhexahydro-1H-pyrrolizidines in a stereoselective fashion. When subjected to bis(trifluoromethane)sulfonamide, the same substrates underwent cycloisomerization reaction within minutes to generate 1-isobutenyl-2benzoylhexahydro-1H-pyrrolizidines with excellent stereoselectivity.

  DOI：

  10.1021/acs.joc.5b02025
• 作为产物：
  描述：

  methyl 1-(prop-2-yn-1-yl)pyrrolidine-2-carboxylate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以98%的产率得到(1-(prop-2-yn-1-yl)pyrrolidin-2-yl)methanol
  参考文献：
  名称：

  Diastereoselective Synthesis of Fluorine-Containing Pyrrolizidines via Triphenylcarbenium Tetrafluoroborate-Promoted Carbofluorination of N-3-Arylpropargylpyrrolidine-Tethered Tertiary Allylic Alcohols

  摘要：

  Inexpensive and air stable triphenylcarbenium tetrafluoroborate efficiently promoted the carbofluorination of N-arylpropargylpyrrolidines bearing a tertiary allylic alcohol tether at the 2-position of the pyrrolidine ring to provide 1-isobutenyl-2-(fluoro(phenyl)methylenylhexahydro-1H-pyrrolizidines in a stereoselective fashion. When subjected to bis(trifluoromethane)sulfonamide, the same substrates underwent cycloisomerization reaction within minutes to generate 1-isobutenyl-2benzoylhexahydro-1H-pyrrolizidines with excellent stereoselectivity.

  DOI：

  10.1021/acs.joc.5b02025

文献信息

• TETRAHYDROPYRIDINE DERIVATIVES AND THEIR USE AS ANTIBACTERIAL AGENTS
  申请人：Dong-A St Co., Ltd.

  公开号：US20180086709A1

  公开（公告）日：2018-03-29

  The present disclosure relates to a novel tetrahydropyridine derivative compound, a stereoisomer thereof, or a pharmaceutically acceptable salt thereof, methods for preparing the compounds, methods for inhibiting UDP-3-O—(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase (LpxC), methods for treating Gram-negative bacterial infections, the use of the compounds for the preparation of therapeutic medicaments for treating Gram-negative bacterial infections, and pharmaceutical compositions for prevention or treatment of Gram-negative bacterial infections, which contain the compounds. The compounds represented by formula I, stereoisomers thereof or pharmaceutically acceptable salts thereof according to the present disclosure can exhibit excellent effects on the treatment bacterial infections.

  本公开涉及一种新型四氢吡啶衍生物化合物，其立体异构体，或其药学上可接受的盐，制备这些化合物的方法，抑制UDP-3-O-(R-3-羟基肉豆蔻酰)-N-乙酰葡萄糖胺脱乙酰酶(LpxC)的方法，治疗革兰氏阴性细菌感染的方法，利用这些化合物制备治疗革兰氏阴性细菌感染的治疗药物的用途，以及包含这些化合物的用于预防或治疗革兰氏阴性细菌感染的药物组合物。根据本公开的公式I所代表的化合物，其立体异构体或药学上可接受的盐可以展现出对治疗细菌感染的优异效果。
• Substituted bicyclic derivatives useful as anticancer agents
  申请人：——

  公开号：US20010034351A1

  公开（公告）日：2001-10-25

  The invention relates to compounds of the formula 1 1 and to pharmaceutically acceptable salts and solvates thereof, wherein A, X, R 1 , R 3 and R 4 are as defined herein. The invention also relates to methods of treating abnormal cell growth in mammals with administering the compounds of formula 1 and to pharmaceutical compositions for treating such disorders which contain the compounds of formula 1. The invention also relates to methods of preparing the compounds of formula 1.

  本发明涉及公式11的化合物及其药学上可接受的盐和溶剂化物，其中A、X、R1、R3和R4的定义如本文所述。本发明还涉及使用公式1的化合物治疗哺乳动物中的异常细胞生长的方法，并涉及含有公式1的化合物的治疗此类疾病的制药组合物。本发明还涉及制备公式1的化合物的方法。
• Tetrahydropyridine derivatives and their use as antibacterial agents
  申请人：Dong-A St Co., Ltd.

  公开号：US10160724B2

  公开（公告）日：2018-12-25

  The present disclosure relates to a novel tetrahydropyridine derivative compound, a stereoisomer thereof, or a pharmaceutically acceptable salt thereof, methods for preparing the compounds, methods for inhibiting UDP-3-O—(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase (LpxC), methods for treating Gram-negative bacterial infections, the use of the compounds for the preparation of therapeutic medicaments for treating Gram-negative bacterial infections, and pharmaceutical compositions for prevention or treatment of Gram-negative bacterial infections, which contain the compounds. The compounds represented by formula I, stereoisomers thereof or pharmaceutically acceptable salts thereof according to the present disclosure can exhibit excellent effects on the treatment bacterial infections.

  本公开涉及一种新型四氢吡啶衍生物化合物、其立体异构体或其药学上可接受的盐、制备该化合物的方法、抑制 UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase (LpxC)、治疗革兰氏阴性细菌感染的方法、使用这些化合物制备治疗革兰氏阴性细菌感染的治疗药物，以及含有这些化合物的预防或治疗革兰氏阴性细菌感染的药物组合物。根据本公开内容，式 I 所代表的化合物、其立体异构体或其药学上可接受的盐类可在治疗细菌感染方面表现出卓越的效果。
• SUBSTITUTED BICYCLIC DERIVATIVES USEFUL AS ANTICANCER AGENTS
  申请人：Pfizer Products Inc.

  公开号：EP1147093B1

  公开（公告）日：2007-04-11
• PYRAZOLOPYRIMIDINE COMPOUNDS AS ANTITUMOR AGENTS
  申请人：AstraZeneca AB

  公开号：EP1838712B1

  公开（公告）日：2011-03-09

表征谱图