tert-butyl-[(2S,3R)-2-[(3S,4R,9S,10R,11R,13R,14R,17R)-11-[tert-butyl(dimethyl)silyl]oxy-10,13-dimethyl-3,4-bis(triethylsilyloxy)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylheptan-3-yl]oxy-dimethylsilane | 358681-29-5

• 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: tert-butyl-[(2S,3R)-2-[(3S,4R,9S,10R,11R,13R,14R,17R)-11-[tert-butyl(dimethyl)silyl]oxy-10,13-dimethyl-3,4-bis(triethylsilyloxy)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylheptan-3-yl]oxy-dimethylsilane
• CAS: 358681-29-5
• 化学式: C₅₁H₁₀₀O₄Si₄
• 分子量: 889.695
• InChiKey: PGALANKGPYJEFV-SHAQWYOHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.34
• 重原子数：
  59
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl-[(2S,3R)-2-[(3S,4R,9S,10R,11R,13R,14R,17R)-11-[tert-butyl(dimethyl)silyl]oxy-10,13-dimethyl-3,4-bis(triethylsilyloxy)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylheptan-3-yl]oxy-dimethylsilane 在 吡啶 、 dimethyl sulfide borane 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 51.0h， 生成 acetic acid 3,4-diacetoxy-11-(tert-butyl-dimethyl-silanyloxy)-17-[2-(tert-butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl ester
  参考文献：
  名称：

  Total Synthesis of Agosterol A: an MDR-Modulator from a Marine Sponge

  摘要：

  The first total synthesis of agosterol A, a modulator of multidrug resistance (MDR) mediated by P-gp and MRP1, and isolated from a marine sponge, was achieved from ergosterol by utilizing a regioselective epoxy-cleavage reaction and regioselective dehydroxylation as the key reactions.

  DOI：

  10.1002/1521-3765(20010618)7:12<2663::aid-chem26630>3.0.co;2-u
• 作为产物：
  描述：

  O-methoxymethyl-ergosterol 在 吡啶 、 2,6-二甲基吡啶 、 lead(IV) acetate 、 lithium aluminium tetrahydride 、 diamide 、 mercury(II) diacetate 、 臭氧 、 magnesium 、 溶剂黄146 、 间氯过氧苯甲酸 、 三甲基膦 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 54.5h， 生成 tert-butyl-[(2S,3R)-2-[(3S,4R,9S,10R,11R,13R,14R,17R)-11-[tert-butyl(dimethyl)silyl]oxy-10,13-dimethyl-3,4-bis(triethylsilyloxy)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylheptan-3-yl]oxy-dimethylsilane
  参考文献：
  名称：

  Total Synthesis of Agosterol A: an MDR-Modulator from a Marine Sponge

  摘要：

  The first total synthesis of agosterol A, a modulator of multidrug resistance (MDR) mediated by P-gp and MRP1, and isolated from a marine sponge, was achieved from ergosterol by utilizing a regioselective epoxy-cleavage reaction and regioselective dehydroxylation as the key reactions.

  DOI：

  10.1002/1521-3765(20010618)7:12<2663::aid-chem26630>3.0.co;2-u

文献信息

• Total Synthesis of Agosterol A: an MDR-Modulator from a Marine Sponge
  作者：Nobutoshi Murakami、Masanori Sugimoto、Mari Morita、Motomasa Kobayashi

  DOI：10.1002/1521-3765(20010618)7:12<2663::aid-chem26630>3.0.co;2-u

  日期：2001.6.18

  The first total synthesis of agosterol A, a modulator of multidrug resistance (MDR) mediated by P-gp and MRP1, and isolated from a marine sponge, was achieved from ergosterol by utilizing a regioselective epoxy-cleavage reaction and regioselective dehydroxylation as the key reactions.