3β-hydroxy-17β-methyl-5α-androstane | 62172-06-9

• 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: 3β-hydroxy-17β-methyl-5α-androstane
• 英文别名: 17β-methyl-5α-androstanol-(3β)；(10S)-3c-Hydroxy-10r.13c.17c-trimethyl-(5tH.8cH.9tH.14tH)-hexadecahydro-1H-cyclopenta[a]phenanthren；3β-Hydroxy-10.13.17β-trimethyl-5α-gonan
• CAS: 62172-06-9
• 化学式: C₂₀H₃₄O
• 分子量: 290.489
• InChiKey: DFRCKGPGVYYUQO-NQVQJYAZSA-N

物化性质

• 熔点：
  138-140 °C
• 沸点：
  384.2±10.0 °C(Predicted)
• 密度：
  0.997±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  21.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3β-hydroxy-17β-methyl-5α-androstane 在 4-二甲氨基吡啶 、 3H₂O*3NO₃^(1-)*Ti⁽³⁺⁾ 、 N,N'-二环己基碳二亚胺 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 20.58h， 生成 17β-methyl-A-nor-androstane
  参考文献：
  名称：

  具有改性碳骨架的雄甾烷

  摘要：

  制备了四种甾烷烃，用于与阿曼地质样品中的化石有机生物标志物进行比较。17β-甲基雌酮是通过六步（36% 的总产率）从雌酮甲基醚中制备的。该序列的关键步骤是 A 环的 Wittig 烯化和 Birch 还原。17β-甲基雄甾烷是通过四个官能团相互转化反应（包括 Wittig 烯化）从反式雄甾酮分四步（总产率为 85%）获得的。17β-甲基-和 2α-甲基-A-nor-5α-雄甾烷（总产率分别为 14% 和 15%）也由反式雄酮制备。关键步骤是三硝酸铊介导的 A 环酮环收缩为 A-nor-2-羧酸。四种合成中的去官能化是通过催化加氢、黄敏龙还原、巴顿脱羧、

  DOI：

  10.1002/ejoc.201100390
• 作为产物：
  描述：

  acetic acid-(17β-hydroxy-17α-methyl-androsten-(5)-yl-(3β)-ester) 在 吡啶 、 甲醇 、 potassium carbonate 、 溶剂黄146 、 铂 、 三氯氧磷 作用下， 生成 3β-hydroxy-17β-methyl-5α-androstane
  参考文献：
  名称：

  关于类固醇和性激素。184。关于3-酮-5-氧基-雄烷酮的其他衍生物

  摘要：

  结合对3-酮基-5-氧基-雄烷酮衍生物的化学和生物学性质的研究，制备了17α-甲基-3-酮基-5,17-二氧基-雄烷酮（XI）及其17-单乙酸酯XIa。与较早的发现（lc）一致，这些雄甾烷系列的新b̃-氧-酮在体内也仅具有较低的雄激素活性，尽管它们很容易化学脱水成相应的具有生物活性的α，b̃-不饱和酮，从而。

  DOI：

  10.1002/hlca.19520350638

文献信息

• Tris(3,6-dioxaheptyl)amine: A superior complexing agent for dissolving metal reactions
  作者：Ajay K. Bose、Pietro Mangiaracina

  DOI：10.1016/s0040-4039(00)95452-2

  日期：1987.1

  Commercially available tris(3,6-dioxaheptyl)amine (TDA-1) is an effective phase transfer catalyst for reactions with sodium-potassium alloy in tetrahydrofuran. Deoxygenation of acetates, dehalogenation, and hydrolysis of tosylates and mesylates proceed in high yield. The use of a deuterated alcohol during deoxygenation reactions leads to site-specific deuteration.

  市售的三（3,6-二氧杂庚基）胺（TDA-1）是一种有效的相转移催化剂，可与钠-钾合金在四氢呋喃中反应。乙酸酯的脱氧，脱卤代以及甲苯磺酸酯和甲磺酸酯的水解以高收率进行。在脱氧反应中使用氘代酒精会导致特定位置的氘代。
• Facilitating Children's Understanding of Misinterpretation: Explanatory Efforts and Improvements in Perspective Taking
  作者：Bradford H. Pillow、Clay Mash、Samuel Aloian、Valerie Hill

  DOI：10.1080/00221320209598673

  日期：2002.6

  The authors investigated children's understanding of how mistaken beliefs can arise through misinterpretation of ambiguous information. Children (N = 91), aged 4 to 5 years, were given pre- and posttests on their ability to infer a puppet's interpretation of a restricted-view drawing after the puppet had been led to an erroneous expectation about the drawing's identity. Before the posttest, the children received either self-explanation training or other-explanation training in which they explained the source of their own or a puppet's misinterpretations of drawings; a control group received no training. The children who received training improved from pre- to posttest, and those who had practiced explaining misinterpretations by referring to previously viewed pictures or to features of a target picture showed the greatest improvement. These results indicate that learning to explain misinterpretations can help children recognize situations in which misinterpretations are likely to occur.
• Madaewa, Zhurnal Obshchei Khimii, 1956, vol. 26, p. 2937,2940; engl. Ausg. S. 3267, 3268
  作者：Madaewa

  DOI：——

  日期：——
• Julia, Annales de Chimie (Cachan, France), 1953, vol. <12> 8, p. 410,434
  作者：Julia

  DOI：——

  日期：——