(2aR,4S,4aS,6R,10R,11R,12S,12aR,12bS)-10,11-dihydroxy-12-((3-methoxybenzoyl)oxy)-4a,8,13,13-tetramethyl-5,9-dioxo-4-((triethylsilyl)oxy)-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)-diyl diacetate | 675584-84-6

• 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: (2aR,4S,4aS,6R,10R,11R,12S,12aR,12bS)-10,11-dihydroxy-12-((3-methoxybenzoyl)oxy)-4a,8,13,13-tetramethyl-5,9-dioxo-4-((triethylsilyl)oxy)-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)-diyl diacetate
• CAS: 675584-84-6
• 化学式: C₃₈H₅₂O₁₃Si
• 分子量: 744.909
• InChiKey: KKFKHRVGLSWRIF-IUGJRUBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.87
• 重原子数：
  52.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  181.19
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (2aR,4S,4aS,6R,10R,11R,12S,12aR,12bS)-10,11-dihydroxy-12-((3-methoxybenzoyl)oxy)-4a,8,13,13-tetramethyl-5,9-dioxo-4-((triethylsilyl)oxy)-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)-diyl diacetate 在 吡啶 、 咪唑 、 4-二甲氨基吡啶 、 氢氟酸 、 tetraethylammonium borohydride 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 7.5h， 生成
  参考文献：
  名称：

  Synthesis and biological evaluation of methoxylated analogs of the newer generation taxoids IDN5109 and IDN5390

  摘要：

  Starting from 10-deacetylbaccatin 111 (7), the 2-debenzoyl-2-m-methoxybenzoyl analogs of the newer generation taxoids IDN5109 (3) and IDN5390 (4) were synthesized. The biological evaluation of these compounds (5 and 6, respectively) showed a general increase of cytotoxicity, as observed in first-generation anticancer taxanes. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.066
• 作为产物：
  描述：

  2-debenzoyl-7-(triethylsilyl)-2-(m-methoxybenzoyl)-13-oxobaccatin III 在 N,N-二甲基丙烯基脲 、 potassium tert-butylate 、 3-(3-nitrophenyl)-2-(phenylsulfonyl)-1,2-oxaziridine 作用下， 以 四氢呋喃 为溶剂， 反应 1.25h， 生成 (2aR,4S,4aS,6R,10R,11R,12S,12aR,12bS)-10,11-dihydroxy-12-((3-methoxybenzoyl)oxy)-4a,8,13,13-tetramethyl-5,9-dioxo-4-((triethylsilyl)oxy)-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)-diyl diacetate
  参考文献：
  名称：

  Synthesis and biological evaluation of methoxylated analogs of the newer generation taxoids IDN5109 and IDN5390

  摘要：

  Starting from 10-deacetylbaccatin 111 (7), the 2-debenzoyl-2-m-methoxybenzoyl analogs of the newer generation taxoids IDN5109 (3) and IDN5390 (4) were synthesized. The biological evaluation of these compounds (5 and 6, respectively) showed a general increase of cytotoxicity, as observed in first-generation anticancer taxanes. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.066