2-hydroxy-3,3,3-trifluoropropyl phenyl sulfide | 88790-04-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-hydroxy-3,3,3-trifluoropropyl phenyl sulfide
• 英文别名: 1,1,1-trifluoro-3-(phenylthio)propan-2-ol；3-(phenylthio)-1,1,1-trifluoropropan-2-ol；2-Propanol, 1,1,1-trifluoro-3-(phenylthio)-；1,1,1-trifluoro-3-phenylsulfanylpropan-2-ol
• CAS: 88790-04-9
• 化学式: C₉H₉F₃OS
• 分子量: 222.231
• InChiKey: XCPXRBHWUYVMRH-UHFFFAOYSA-N

物化性质

• 沸点：
  289.3±40.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-hydroxy-3,3,3-trifluoropropyl phenyl sulfide 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以96%的产率得到1,1,1-trifluoro-3-(phenylthio)propan-2-one
  参考文献：
  名称：

  Oxidation of fluoroalkyl-substituted carbinols by the Dess-Martin reagent

  摘要：

  DOI：

  10.1021/jo00264a029
• 作为产物：
  描述：

  茴香硫醚 在 三乙烯二胺 、 sodium tetrahydroborate 、 正丁基锂 作用下， 以 甲醇 为溶剂， 反应 5.25h， 生成 2-hydroxy-3,3,3-trifluoropropyl phenyl sulfide
  参考文献：
  名称：

  Highly Stereocontrolled Access to 1,1,1-Trifluoro-2,3-epoxypropane via Lipase-Mediated Kinetic Resolution of 1,1,1-Trifluoro-3-(phenylthio)propan-2-ol and Its Application

  摘要：

  通过脂肪酶介导的相应酯类的动力学解析，制备出了对映体纯度很高的 1,1,1-三氟-3-(苯硫基)丙-2-醇。解析出的醇通过形成锍盐成功地转化为 1,1,1-三氟-2,3-环氧丙烷和/或在随后的反应中用作潜伏的 1,1,1-三氟-2,3-环氧丙烷。

  DOI：

  10.1246/bcsj.69.2655

文献信息

• Chemoenzymatic Cascades for the Enantioselective Synthesis of β‐Hydroxysulfides Bearing a Stereocentre at the C−O or C−S Bond by Ketoreductases
  作者：Fei Zhao、Kate Lauder、Siyu Liu、James D. Finnigan、Simon B. R. Charnock、Simon J. Charnock、Daniele Castagnolo

  DOI：10.1002/anie.202202363

  日期：2022.8

  Four ketoreductases (KREDs) were identified for the enantioselective synthesis of β-hydroxysulfides. KRED311 and KRED349 catalyse the synthesis of β-hydroxysulfides bearing a stereocentre at the C−O bond with opposite absolute configurations via chemoenzymatic cascades from thiophenols/thiols and α-haloketones/alcohols. KRED253 and KRED384 catalyse the synthesis of β-hydroxysulfides bearing a stereocentre

  鉴定了四种酮还原酶 (KRED) 用于 β-羟基硫化物的对映选择性合成。KRED311 和 KRED349 通过苯硫酚/硫醇和 α-卤代酮/醇的化学酶级联催化合成在 C-O 键处具有立体中心且绝对构型相反的 β-羟基硫化物。KRED253 和 KRED384 通过外消旋 α-硫代醛的动态动力学拆分 (DKR) 催化合成在 C-S 键处具有立体中心并具有相反对映选择性的 β-羟基硫化物。
• Pyrazolylaminobenzimidazole derivatives as JAK inhibitors
  申请人：Eli Lilly and Company

  公开号：US10323019B2

  公开（公告）日：2019-06-18

  The present invention provides compounds of the formula below (I′): where R, and R1-R3 are as described herein, methods of treating patients for certain types of autoimmune diseases and cancer, and processes for preparing the compounds.

  本发明提供了下式（I′）的化合物：其中R和R1-R3如本文所述，治疗某些类型自身免疫性疾病和癌症患者的方法，以及制备这些化合物的工艺。
• Anodic Methoxylation of 2-Acyloxy-3,3,3-trifluoropropyl Sulfides Accompanying with [1,2]-Rearrangement of the Acyloxy Group and Anodic Cyclization of 2-(<i>t</i>-Butoxycarbonyl)oxy-3,3,3-trifluoropropyl Sulfide
  作者：Motoaki Isokawa、Masaru Sano、Kiyotaka Kubota、Katsutoshi Suzuki、Shinsuke Inagi、Toshio Fuchigami

  DOI：10.1149/2.1601713jes

  日期：——

  Anodic methoxylation of 2-acyloxy-3,3,3-trifluoropropyl sulfides was carried out in methanol containing Et3N-3HF as a supporting electrolyte and mediator using an undivided cell to provide the corresponding alpha-methoxylated products and unexpected beta-methoxylated products owing to [1,2]-rearrangement of the acyloxy group in the latter case. It was also found that the regioselectivity and diastereoselectivity of the anodic methoxylation were greatly affected by the concentration of methanol in an electrolytic solvent, electrolytic temperature, and bulkiness of acyloxy group. This is the first example of anodic methoxylation of sulfides accompanying with rearrangement of an acyloxy group. Furthermore, anodic intramolecular cyclization of 2-(t-butoxycarbonyl)oxy-3,3,3-trifluoropropyl sulfide was achieved in 0.01 M Et3N-3HF/MeCN eliminating a t-butyl cation to provide the corresponding trifluoromethylated ethylene carbonate derivative in good yield. (c) 2017 The Electrochemical Society. All rights reserved.
• Shimagaki, Masayuki; Koshiji, Hiroko; Oishi, Takeshi, Phosphorus and Sulfur and the Related Elements, 1983, vol. 16, p. 45 - 58
  作者：Shimagaki, Masayuki、Koshiji, Hiroko、Oishi, Takeshi

  DOI：——

  日期：——
• Microbial approaches to optically active sulfur-containing fluorinated compounds
  作者：Takashi Yamazaki、Masatomo Asai、Takeshi Ohnogi、Jeng Tain Lin、Tomoya Kitazume

  DOI：10.1016/s0022-1139(00)82001-1

  日期：1987.4