hexadeuteriodimethylmethoxysulfonium p-toluenesulfonate | 114985-62-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: hexadeuteriodimethylmethoxysulfonium p-toluenesulfonate
• 英文别名: (β,β,β,β',β',β'-d6)-Isopropyltosylat；<(1.1.1.3.3.3-D6)Propyl-(2)>-toluol-p-sulfonat；2-Propyl-1.1.1.3.3.3-d(6)-p-toluolsulfonat；1,1,1,3,3,3-hexadeuteriopropan-2-yl 4-methylbenzenesulfonate
• CAS: 114985-62-5
• 化学式: C₁₀H₁₄O₃S
• 分子量: 220.238
• InChiKey: SDQCGKJCBWXRMK-WFGJKAKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  14.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  hexadeuteriodimethylmethoxysulfonium p-toluenesulfonate 、 sodium phenoxide 以 四氢呋喃 为溶剂， 生成 1,1,1,3,3,3-Hexadeuteriopropan-2-yloxybenzene
  参考文献：
  名称：

  Stereochemical Analysis of Deuterated Alkyl Chains by MS/MS

  摘要：

  Vicinally deuterated sec-alkyl phenyl ethers, CH3(CH2)(m)CH(OPh)CHD(CH2)nCH(3), display significant differences in mass spectra between three and erythro stereoisomers. MS/MS experiments, in which parent ions of a single mass are selected and their fragmentation patterns subsequently measured, show that alkene expulsion represents virtually the only decomposition pathway. Two types of MS/MS experiment are reported: mass-analyzed ion kinetic energy (MIKE) spectroscopy of metastable ions and collisionally activated decomposition (CAD) of stable ions. The expulsion of a deuterated alkene from a monodeuterated precursor yields ionized phenol, PhOH.+ (m/z 94). The expulsion of an undeuterated alkene yields PhOD.+ (m/z 95). Without exception, the ratios (PhOD.+/ PhOH.+) from precursors in the three series have values greater than their diastereomers in the erythro series. The ratio of ratios, r = PhOD.+/PhOH.+ for the three divided by PhOD.+/PhOH.+ for the erythro, has a value of 1.2 for the 2-phenoxy-3-deuteriobutanes and larger values for all of the higher homologues up through the monodeuterated phenoxyoctanes (m + n = 4). The highest degree of stereoselectivity, r = 5.8, is measured for 3-phenoxy-4-deuteriohexane. Experiments with multiply deuterated analogues show that alkene elimination is highly regioselective, unlike the corresponding decompositions of ionized sec-alcohols or their acetates. The fact that a large fraction of ionized sec-alkyl phenyl ethers undergo stereospecific syn-elimination means that mass spectrometry has a useful capacity to distinguish one isotopically labeled diastereomer from another.

  DOI：

  10.1021/jo9912247
• 作为产物：
  描述：

  2-丙醇-1,1,1,3,3,3-d6 、 对甲苯磺酰氯 在 吡啶 作用下， 反应 3.0h， 以71%的产率得到hexadeuteriodimethylmethoxysulfonium p-toluenesulfonate
  参考文献：
  名称：

  动力学同位素对-丁基氯卡宾1,3-分子内插入反应的影响

  摘要：

  -丁基氯卡宾-6的1,3-CH（D）插入反应的主要动力学同位素效应在-12°C时为3.25到118°C时为2.14；在此温度间隔内，隧道效应不明显。

  DOI：

  10.1016/0040-4039(95)02149-3

文献信息

• [EN] HEMOGLOBIN MODIFIER COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS MODIFICATEURS D'HÉMOGLOBINE ET LEURS UTILISATIONS
  申请人：FRONTHERA U S PHARMACEUTICALS LLC

  公开号：WO2017218960A1

  公开（公告）日：2017-12-21

  Described herein are compounds, including pharmaceutically acceptable salts thereof, methods of making such compounds, pharmaceutical compositions comprising such compounds, and methods of using such compounds to treat, prevent or diagnose blood-based diseases, disorders or conditions.

  本文描述了化合物，包括其药用可接受的盐，制备这些化合物的方法，包含这些化合物的药物组合物，以及使用这些化合物治疗、预防或诊断基于血液的疾病、紊乱或状况的方法。
• [EN] THYROID HORMONE RECEPTOR AGONISTS AND USES THEREOF<br/>[FR] AGONISTES DU RÉCEPTEUR DE L'HORMONE THYROÏDIENNE ET UTILISATIONS ASSOCIÉES
  申请人：FRONTHERA U S PHARMACEUTICALS LLC

  公开号：WO2019240938A1

  公开（公告）日：2019-12-19

  Described herein are methods and compositions for the treatment of conditions, diseases, or disorders associated with thyroid hormone receptor activity. The methods and compositions disclosed herein include the use of at least one thyroid hormone receptor agonist.

  本文描述了用于治疗与甲状腺激素受体活性相关的疾病、疾病或疾病的方法和组合物。本文披露的方法和组合物包括至少使用一种甲状腺激素受体激动剂。
• BUCHEISTER, A.;KLEMARCZYK, P.;ROSENBLUM, M., ORGANOMETALLICS, 1982, 1, N 12, 1679-1684
  作者：BUCHEISTER, A.、KLEMARCZYK, P.、ROSENBLUM, M.

  DOI：——

  日期：——