(2Z)-2-fluoro-3-(4-chlorophenyl)-2-propen-1-ol | 1221508-35-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: (2Z)-2-fluoro-3-(4-chlorophenyl)-2-propen-1-ol
• 英文别名: (Z)-3-(4-chloro-phenyl)-2-fluoro-prop-2-en-1-ol；(Z)-2-fluoro-3-(4-chlorophenyl)-2-propan-1-ol；(Z)-3-(4-chlorophenyl)-2-fluoroprop-2-en-1-ol
• CAS: 1221508-35-5
• 化学式: C₉H₈ClFO
• 分子量: 186.613
• InChiKey: UOSLHPQABAWDAK-UITAMQMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2Z)-2-fluoro-3-(4-chlorophenyl)-2-propen-1-ol 在 正丁醇 作用下， 反应 48.0h， 以27%的产率得到2-fluoro-3-(4-chlorophenyl)-propanol
  参考文献：
  名称：

  Highly enantioselective bioreduction of 2-fluorocinnamyl alcohols mediated by Saccharomyces cerevisiae

  摘要：

  Biocatalytic reduction of 2-fluorocinnamyl alcohols mediated by Saccharomyces cerevisiae was investigated in phosphate buffer solutions. Product analysis clearly showed that (S)-2-fluoro-3-arylpropanols were afforded in high yields with up to 92% ee Value. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2010.01.073
• 作为产物：
  描述：

  1-溴-1-氟-2-(4-氯苯基)乙烯 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium tetrahydroborate 、 sodium formate 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， -10.0~80.0 ℃ 、4.0 MPa 条件下， 反应 20.0h， 生成 (2Z)-2-fluoro-3-(4-chlorophenyl)-2-propen-1-ol
  参考文献：
  名称：

  Palladium-Catalyzed Stereoconvergent Formylation of (E/Z)-β-Bromo-β-fluorostyrenes: Straightforward Access to (Z)-α-Fluorocinnamic Aldehydes and (Z)-β-Fluorocinnamic Alcohols

  摘要：

  We report here the stereoconvergent formylation of (E/Z)-beta-bromo-beta-fluorostyrene mixtures with carbon monoxide and sodium formate catalyzed by palladium. Optimization of reaction conditions leads to the corresponding pure (Z)-alpha-fluorocinnamaldehydes in good yields. The reaction was extended to styrenes bearing electro-attracting or electro-donating groups. The obtained alpha-fluoroaldehydes were smoothly reduced to the corresponding (Z)-beta-fluorocinnamic alcohol by NaBH4. The reaction could be performed on functionalized substrates as demonstrated by the access to the glucoside of beta-fluoroconiferyl alcohol, (Z)-beta-fluoroconiferin, a strong inhibitor of lignin polymerization.

  DOI：

  10.1021/jo200798h

文献信息

• One-Pot <scp>l</scp> -Proline-Mediated Stereoselective α-C(sp² )-H Fluorination of α,β-Unsaturated Aldehydes through Methoxyfluorination-Elimination
  作者：Jiadi Zhou、Xinpeng Jiang、Can Jin、Zhicheng Guo、Bin Su、Weike Su

  DOI：10.1002/ejoc.201700622

  日期：2017.7.7

  of α,β-unsaturated aldehydes to their corresponding (Z)-α-fluoro-α,β-unsaturated aldehydes has been developed. The first step utilises Selectfluor as a fluorinating agent in CH3NO2/MeOH forming (Z)-α-fluoro-α,β-unsaturated aldehydes and their corresponding dimethyl acetals via methoxyfluorination-elimination. In the second step, water is added to promote the hydrolytic cleavage of the dimethyl acetals

  已经开发出一锅两步 L-脯氨酸介导的立体选择性 α-C(sp2)-H 将 α,β-不饱和醛氟化为其相应的 (Z)-α-氟-α,β-不饱和醛. 第一步使用 Selectfluor 作为 CH3NO2/MeOH 中的氟化剂，通过甲氧基氟化消除形成 (Z)-α-氟-α,β-不饱和醛及其相应的二甲基缩醛。在第二步中，加入水以促进二甲基缩醛的水解裂解。所得(Z)-α-氟-α,β-不饱和醛被NaBH4平滑还原为相应的醇。
• [EN] CARBOLINE ANTIPARASITICS<br/>[FR] ANTIPARASITAIRES À BASE DE CARBOLINE
  申请人：ZOETIS SERVICES LLC

  公开号：WO2016209635A1

  公开（公告）日：2016-12-29

  The present invention provides Formula (1 ) compounds that are gamma-carbolines, Formula (1) wherein R1 a, R1 b, R1 c, R1d, R2, R3, and "— " are as defined herein; veterinary acceptable salts thereof, and stereoisomers thereof, which act as parasiticides, in particular, endoparasiticides.

  本发明提供了一种γ-咔啉化合物的化学式（1），其中R1a，R1b，R1c，R1d，R2，R3和“—”如本文所定义；其兽用可接受盐，以及对映异构体，可作为寄生虫药物，特别是内寄生虫药物。
• Spiroindolinepiperidine derivatives
  申请人：Hughes David John

  公开号：US20060106045A1

  公开（公告）日：2006-05-18

  Insecticidal, acaricidal, nematicidal or molluscicidal compounds of formula (I) wherein Y is a single bond, C═O, C═S or C═(O) q where q is 0, 1 or 2; and R 1 , R 2 , R 3 , R 4 , R 8 , R 9 and R 10 are as defined in the claims or salts or N-oxides thereof, processes for preparing them and compositions containing them.

  杀虫、杀螨、杀线虫或杀软体动物的化合物，其化学式为(I)，其中Y为单键、C═O、C═S或C═(O)q，其中q为0、1或2；R1、R2、R3、R4、R8、R9和R10如权利要求中所定义，或其盐或N-氧化物，制备它们的方法以及含有它们的组合物。
• SPIROINDOLINEPIPERIDINE DERIVATIVES
  申请人：Hughes David John

  公开号：US20120010220A1

  公开（公告）日：2012-01-12

  Insecticidal, acaricidal, nematicidal or molluscicidal compounds of formula (I) wherein Y is a single bond, C═O, C═S or S(O) q where q is 0, 1 or 2; and R 1 , R 2 , R 3 , R 4 , R 8 , R 9 are R 10 are as defined in the claims or salts or N-oxides thereof, processes for preparing them and compositions containing them.

  式(I)中的杀虫、杀螨、杀线虫或杀软体动物化合物，其中Y是单键、C═O、C═S或S(O)q，其中q为0、1或2；而R1、R2、R3、R4、R8、R9和R10如权利要求中所定义，或其盐或N-氧化物，以及制备它们的过程和包含它们的组合物。
• Carboline antiparasitics
  申请人：Zoetis Services LLC

  公开号：US10570129B2

  公开（公告）日：2020-02-25

  The present invention provides Formula (1) compounds that are gamma-carbolines, Formula (1) wherein R1a, R1b, R1c, R1d, R2, R3, and “-” are as defined herein; veterinary acceptable salts thereof, and stereoisomers thereof, which act as parasiticides, in particular, endoparasiticides.

  本发明提供了属于γ-羰基化合物的式(1)化合物，式(1)中的R1a、R1b、R1c、R1d、R2、R3和"-"如本文所定义；其兽药可接受盐及其立体异构体，可作为杀寄生虫剂，特别是内吸性杀寄生虫剂。