3α-(toluene-4-sulfonyloxy)-cholest-5-ene | 3381-56-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3α-(toluene-4-sulfonyloxy)-cholest-5-ene
• 英文别名: 3α-(Toluol-4-sulfonyloxy)-cholest-5-en；[(3R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 4-methylbenzenesulfonate
• CAS: 3381-56-4
• 化学式: C₃₄H₅₂O₃S
• 分子量: 540.851
• InChiKey: RNZDACWUXZHQMI-IXJVJWILSA-N

物化性质

• 沸点：
  617.5±34.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3α-(toluene-4-sulfonyloxy)-cholest-5-ene 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3α-azidocholest-5-ene
  参考文献：
  名称：

  铑催化的叠氮化物和炔烃的空转选择性点击环加成

  摘要：

  报道了一种铑催化的叠氮化物和炔烃的对映选择性点击环加成，用于快速和模块化地获得阻转异构三唑。这种点击过程具有非常温和的反应条件、卓越的效率和对映选择性、广泛的底物范围和易于扩展的特点。外消旋研究和进一步的衍生化证明了所获得的轴向手性三唑产物具有良好的构型稳定性。

  DOI：

  10.1002/anie.202205037
• 作为产物：
  描述：

  胆固醇 、 alkaline earth salt of/the/ methylsulfuric acid 在 diethylazodicarboxylate - triphenylphosphine (DEAD-Ph3P) 作用下， 以 苯 为溶剂， 反应 1.0h， 以85%的产率得到3α-(toluene-4-sulfonyloxy)-cholest-5-ene
  参考文献：
  名称：

  A simple method for tosylation with inversion.

  摘要：

  DOI：

  10.1016/s0040-4039(00)85628-2

文献信息

• Über einige Umsetzungen von Epi-cholesterin-tosylat
  作者：H. Schmid、K. Kägi

  DOI：10.1002/hlca.19520350704

  日期：1952.12.1

  Epi-cholesterin-tosylat ging bei der Reduktion mit Lithiumaluminiumhydrid in Δ3,5-Cholestadien und Δ5-Cholesten über. Auch bei Solvolyseversuchen mit Essigsäureanhydrid-Kaliumacetat und Methanol-Kaliumacetat resultierte zur Hauptsache Δ3,5-Cholestadien. Beim letztgenannten Versuch entstanden ferner in geringer Menge zwei isomere Methyläther, die wahrscheinlich 6-Methoxy-cholesten-(4) und 4β-Methoxy-cholesten-(5)

  外延胆固醇甲苯磺酸酯在Δ用氢化铝锂还原去3.5 -Cholestadien和Δ 5 -cholesten过来。此外，在Solvolyseversuchen用乙酸酐和乙酸钾甲醇乙酸钾造成的主要动作Δ 3.5 -Cholestadien。在最后提到的实验中，还少量形成了两种异构甲基醚，可能是6-甲氧基胆甾烯-（4）和4β-甲氧基胆甾烯-（5）。
• Oxidative Coupling of Terminal Alkyne with α-Hydroxy Ketone: An Expedient Approach toward Ynediones
  作者：Zeguang Zhang、Xuefeng Jiang

  DOI：10.1021/ol502298a

  日期：2014.9.5

  An efficient and mild copper-catalyzed one-pot approach toward ynediones has been established. A variety of ynediones were constructed directly through oxidative coupling of alkyne with alpha-hydroxy ketone. Oxygen-oxidizing and neutral conditions in one-pot for a wide range of substrates including natural product derivatives make this transformation highly efficient and practical. On the basis of control experiments, in situ IR measurements, and isotopic labeling experiments, a plausible mechanism involving intermediate phenylglyoxal was drawn. Applications by synthesis of various heterocycles were also investigated.
• Evaluation of Time-Resolved PM_2.5 Data in Urban/Suburban Areas of New Jersey
  作者：Nares Chuersuwan、Barbara J. Turpin、Charles Pietarinen

  DOI：10.1080/10473289.2000.10464214

  日期：2000.10

  Time-resolved data is needed for public notification of unhealthful air quality and to develop an understanding of atmospheric chemistry, including insights important to control strategies. In this research, continuous fine particulate matter (PM) mass concentrations were measured with tapered element oscillating microbalances (TEOMs) across New Jersey from July 1997 to June 1998. Data features indicating the influence of local sources and long-distance transport are examined, as well, as differences between 1-hr maxima and 24-hr average concentrations that might be relevant to acute health effects. Continuous mass concentrations were not significantly different from filter-collected gravimetric mass concentrations with 95% confidence intervals during any season. Annual mean PM2.5 concentrations from July 1997 to June 1998 were 17.3, 16.4, 14.1, and 15.3 mug/m(3) at Newark, Elizabeth, New Brunswick, and Camden, NJ, respectively. Monthly averaged 24- and 1-hr daily maximum PM2.5 concentrations suggest the existence of a high PM2.5 (May-October) and a low PM2.5 (November-April) season.PM2.5 magnitudes and temporal trends were very similar across the state during high PM, events. In fact, the between-site coefficients of determination (R-2) for daily PM2.5 measurements were 84-98% for June and July. Additionally, during the most pronounced PM2.5 episode, PM2.5 concentrations closely tracked the daily maximum 1-hr O-3 concentrations. These observations suggest the importance of transport and atmospheric chemistry (i.e., secondary formation) to PM2.5 episodes in New Jersey The influence of local sources was observed in diurnal concentration profiles and annual average between-site differences. Urban wintertime data illustrate that high 1-hr maximum PM2.5 concentrations can occur on low 24-hr PM2.5 days.
• 109. Steroids. Part IV. Solvolysis of epicholesteryl toluene-p-sulphonate and other steroid toluene-p-sulphonates
  作者：D. D. Evans、C. W. Shoppee

  DOI：10.1039/jr9530000540

  日期：——
• Preparation, Reactions and Kinetics of Reactions of Epicholesteryl p-Toluenesulfonate¹
  作者：L. Carroll King、M. Jerome Bigelow

  DOI：10.1021/ja01144a025

  日期：1952.12