[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-2,4,12-triacetyloxy-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-triethylsilyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-15-yl] (2R,3S)-3-benzamido-3-phenyl-2-triethylsilyloxypropanoate | 1055031-63-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-2,4,12-triacetyloxy-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-triethylsilyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-15-yl] (2R,3S)-3-benzamido-3-phenyl-2-triethylsilyloxypropanoate
• CAS: 1055031-63-4
• 化学式: C₅₄H₇₇NO₁₄Si₂
• 分子量: 1020.37
• InChiKey: XGNHATLCWFEISI-PESRRUBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  71
• 可旋转键数：
  23
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  199
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-2,4,12-triacetyloxy-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-triethylsilyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-15-yl] (2R,3S)-3-benzamido-3-phenyl-2-triethylsilyloxypropanoate 在 吡啶 、 氢氟酸 作用下， 以 乙腈 为溶剂， 以58%的产率得到2-debenzoyl,2-acetoxy paclitaxel
  参考文献：
  名称：

  摘要：

  Crystals of the C2-acetate analog of paclitaxel, grown from a mixture of isopropyl alcohol and methanol, belong to the space group P2(1) with a = 9.058(3), b = 18.306(5), c = 15.043(1) Angstrom, beta 97.09(1)degrees, Z = 2, V = 2475.1(9)Angstrom(3), D-calc = 1.269 gcm(-3) and mu = 0.75 cm(-1). The structure was determined by direct methods and refined to R(F) = 0.054 and wR(F) = 0.057 for 605 variables and 3496 observed reflections. The paclitaxel side chain possesses a conformation similar to that observed in the crystal structure of docetaxel (Taxotere(R)). A three dimensional network of hydrogen bonds is formed through solvent molecules and stabilizes the crystal lattice.

  DOI：

  10.1023/a:1016236014766
• 作为产物：
  描述：

  巴卡丁 III 在 吡啶 、 咪唑 、 4-二甲氨基吡啶 、 氢氟酸 、 N,N'-二环己基碳二亚胺 、 红铝 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 为溶剂， 生成 [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-2,4,12-triacetyloxy-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-triethylsilyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-15-yl] (2R,3S)-3-benzamido-3-phenyl-2-triethylsilyloxypropanoate
  参考文献：
  名称：

  摘要：

  Crystals of the C2-acetate analog of paclitaxel, grown from a mixture of isopropyl alcohol and methanol, belong to the space group P2(1) with a = 9.058(3), b = 18.306(5), c = 15.043(1) Angstrom, beta 97.09(1)degrees, Z = 2, V = 2475.1(9)Angstrom(3), D-calc = 1.269 gcm(-3) and mu = 0.75 cm(-1). The structure was determined by direct methods and refined to R(F) = 0.054 and wR(F) = 0.057 for 605 variables and 3496 observed reflections. The paclitaxel side chain possesses a conformation similar to that observed in the crystal structure of docetaxel (Taxotere(R)). A three dimensional network of hydrogen bonds is formed through solvent molecules and stabilizes the crystal lattice.

  DOI：

  10.1023/a:1016236014766