(8R,9S,13S,14R)-3-Isopropyl-1,4-dimethoxy-9,14,16,16-tetramethyl-6,7,8,9,11,12,13,14,15,16-decahydro-17-oxa-16-sila-cyclopenta[a]phenanthrene | 155191-83-6

• 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: (8R,9S,13S,14R)-3-Isopropyl-1,4-dimethoxy-9,14,16,16-tetramethyl-6,7,8,9,11,12,13,14,15,16-decahydro-17-oxa-16-sila-cyclopenta[a]phenanthrene
• 英文别名: (3aR,3bR,9bS,11aS)-6,9-dimethoxy-2,2,3a,9b-tetramethyl-7-propan-2-yl-3b,4,5,10,11,11a-hexahydro-3H-phenanthro[1,2-d]oxasilole
• CAS: 155191-83-6
• 化学式: C₂₄H₃₈O₃Si
• 分子量: 402.649
• InChiKey: FIRKIXYEMTUFLM-CDPNLFKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.05
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (8R,9S,13S,14R)-3-Isopropyl-1,4-dimethoxy-9,14,16,16-tetramethyl-6,7,8,9,11,12,13,14,15,16-decahydro-17-oxa-16-sila-cyclopenta[a]phenanthrene 在 sodium hypochlorite 、 ammonium cerium(IV) nitrate 、 双氧水 、 sodium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 水 、 溶剂黄146 、 乙腈 为溶剂， 生成 雷藤二萜醌 B
  参考文献：
  名称：

  Enantiocontrolled total synthesis of the diterpenoids, triptoquinone B, C and triptocallol

  摘要：

  An efficient and enantiocontrolled synthesis of triptoquinone B and C, which possess interleukin-1 inhibitory activity, has been accomplished employing the lipase-catalyzed kinetic resolution and a highly diastereoselective radical cyclization as key synthetic steps. In addition, the first total synthesis of triptocallol has been achieved utilizing the same strategy. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00841-1
• 作为产物：
  描述：

  Bromomethyl-((2S,4aS)-7-isopropyl-5,8-dimethoxy-1,4a-dimethyl-2,3,4,4a,9,10-hexahydro-phenanthren-2-yloxy)-dimethyl-silane 在 偶氮二异丁腈 、 三丁基氯化锡 、 sodium cyanoborohydride 作用下， 以 叔丁醇 为溶剂， 生成 (8R,9S,13S,14R)-3-Isopropyl-1,4-dimethoxy-9,14,16,16-tetramethyl-6,7,8,9,11,12,13,14,15,16-decahydro-17-oxa-16-sila-cyclopenta[a]phenanthrene
  参考文献：
  名称：

  Enantiocontrolled total synthesis of the diterpenoids, triptoquinone B, C and triptocallol

  摘要：

  An efficient and enantiocontrolled synthesis of triptoquinone B and C, which possess interleukin-1 inhibitory activity, has been accomplished employing the lipase-catalyzed kinetic resolution and a highly diastereoselective radical cyclization as key synthetic steps. In addition, the first total synthesis of triptocallol has been achieved utilizing the same strategy. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00841-1

文献信息

• Enantiocontrolled total synthesis of the diterpenoids, triptoquinone B, C and triptocallol
  作者：Itsuki Yamamura、Yoko Fujiwara、Toshihiro Yamato、Osamu Irie、Kozo Shishido

  DOI：10.1016/s0040-4039(97)00841-1

  日期：1997.6

  An efficient and enantiocontrolled synthesis of triptoquinone B and C, which possess interleukin-1 inhibitory activity, has been accomplished employing the lipase-catalyzed kinetic resolution and a highly diastereoselective radical cyclization as key synthetic steps. In addition, the first total synthesis of triptocallol has been achieved utilizing the same strategy. (C) 1997 Elsevier Science Ltd.