3-(pivaloyloxy)estran-17β-ol | 65944-91-4

• 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: 3-(pivaloyloxy)estran-17β-ol
• 英文别名: 3-pivaloylestradiol；3-pivaloyloxy-estra-1,3,5(10)-trien-17β-ol；3-Pivaloyloxy-oestra-1,3,5(10)-trien-17β-ol；(8R)-17c-Hydroxy-3-pivaloyloxy-13c-methyl-(8rH.9tH.14tH)-7.8.9.11.12.13.14.15.16.17-decahydro-6H-cyclopenta[a]phenanthren；Pivalinsaeure-[17β-hydroxy-oestratrien-(1.3.5(10))-yl-(3)-ester]；3-Pivaloyloxy-oestratrien-(1.3.5(10))-ol-(17β)；Estradiol 3-pivalate；[(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] 2,2-dimethylpropanoate
• CAS: 65944-91-4
• 化学式: C₂₃H₃₂O₃
• 分子量: 356.505
• InChiKey: LVPJFQMQWHLSQN-WCZGSDDISA-N

物化性质

• 熔点：
  178-180 °C
• 沸点：
  481.2±45.0 °C(Predicted)
• 密度：
  1.109±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(pivaloyloxy)estran-17β-ol 、 三苯基氯甲烷 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 3-pivaloyl-17-trityloxyestradiol
  参考文献：
  名称：

  On the Selective Deprotection of Trityl Ethers

  摘要：

  DOI：

  10.1021/jo9913255
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醚 、 乙醇 、 铂 作用下， 生成 3-(pivaloyloxy)estran-17β-ol
  参考文献：
  名称：

  Sterols. LXVIII. Highly Branched Aliphatic Esters of Estrone and α-Estrodiol

  摘要：

  DOI：

  10.1021/ja01876a504

文献信息

• Phase transfer catalyzed acylation
  作者：Volker O. Illi

  DOI：10.1016/s0040-4039(01)86311-5

  日期：1979.1

  Sterically crowded phenols are conveniently acylated under phase transfer conditions. Selective 3-OH acylation of estradiol is accomplished by this method.

  立体上拥挤的苯酚在相转移条件下方便地被酰化。雌二醇的选择性3-OH酰化是通过这种方法完成的。
• Selective pivaloylation of Hydroxyl Groups by 3-Pivaloyl-1,3-thiazolidine-2-thione Under Neutral Conditions
  作者：Shinji Yamada

  DOI：10.1016/0040-4039(92)88169-6

  日期：1992.4

  conditions, 3-pivaloyl-1,3-thiazolidine-2-thione (PTT) was found to act as a selective pivaloylating reagent for hydroxyl groups. The primary hydroxyl groups of diols containing primary and secondary hydroxyl groups, and the phenolic hydroxyl groups of the diols having alcoholic and phenolic hydroxyl groups were selectively pivaloylated by PTT.

  在中性条件下，发现3-pivaloyl-1,3-thiazolidine-2-thione（PTT）可作为羟基的选择性Pivaloyylating试剂。通过PTT选择性地将含有伯羟基和仲羟基的二醇的伯羟基以及具有醇羟基和酚羟基的二醇的酚羟基进行了多羟基化。
• Demethylpenclomedine analogs and their use as anti-cancer agents
  申请人：Dekk-Tec, Inc.

  公开号：US10772878B2

  公开（公告）日：2020-09-15

  This disclosure concerns novel demethylpenclomedine analogs. Also disclosed are pharmaceutical compositions and methods for using such compositions to treat hyperproliferative disorders. In one embodiment the analogs are represented by the formula

  本公开涉及新型去甲斑蝥素类似物。还公开了药物组合物和使用此类组合物治疗过度增殖性疾病的方法。在一个实施方案中，类似物由式表示
• Twisted Amides as Selective Acylating Agents for Hydroxyl Groups under Neutral Conditions:  Models for Activated Peptides during Enzymatic Acyl Transfer Reaction
  作者：Shinji Yamada、Takayuki Sugaki、Kazuhiro Matsuzaki

  DOI：10.1021/jo9522015

  日期：1996.1.1

  The highly twisted amide 2 served as a selective acylating agent; for dials under neutral conditions. The reaction of primary-secondary dials with 2 led to the corresponding primary alkyl monopivalates. For dials containing alcoholic and phenolic hydroxyl groups, alcoholic hydroxyl groups were selectively acylated under neutral conditions, whereas, the opposite selectivity was observed under basic conditions, similar to the cases using acyl halides or acid anhydrides. Although 1 and 3 were unreactive to alcohols, 5-10 having substituent groups at C-4 were reactive to alcohols to give the corresponding acetates or benzoates.
• The Reduction of Estrone and Estrogen Esters
  作者：John H. Biel

  DOI：10.1021/ja01146a503

  日期：1951.2