(2E,7E)-3,7-Dimethyl-1-[(1R,2R)-2-methyl-3-methylene-2-(2-triisopropylsilanyloxy-ethyl)-cyclopentyl]-11-triisopropylsilanyloxy-dodeca-2,7-dien-4-one | 220467-03-8

• 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: (2E,7E)-3,7-Dimethyl-1-[(1R,2R)-2-methyl-3-methylene-2-(2-triisopropylsilanyloxy-ethyl)-cyclopentyl]-11-triisopropylsilanyloxy-dodeca-2,7-dien-4-one
• 英文别名: (2E,7E)-3,7-dimethyl-1-[(1R,2R)-2-methyl-3-methylidene-2-[2-tri(propan-2-yl)silyloxyethyl]cyclopentyl]-11-tri(propan-2-yl)silyloxydodeca-2,7-dien-4-one
• CAS: 220467-03-8
• 化学式: C₄₁H₇₈O₃Si₂
• 分子量: 675.24
• InChiKey: QQRYOXIIPRZEAL-DQZNRFCFSA-N

物化性质

• 沸点：
  635.5±45.0 °C(predicted)
• 密度：
  0.90±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13.53
• 重原子数：
  46
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2E,7E)-3,7-Dimethyl-1-[(1R,2R)-2-methyl-3-methylene-2-(2-triisopropylsilanyloxy-ethyl)-cyclopentyl]-11-triisopropylsilanyloxy-dodeca-2,7-dien-4-one 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 以88%的产率得到(2E,7E)-3,7-Dimethyl-1-[(1R,2R)-2-methyl-3-methylene-2-(2-triisopropylsilanyloxy-ethyl)-cyclopentyl]-11-triisopropylsilanyloxy-dodeca-2,7-dien-4-ol
  参考文献：
  名称：

  A synthesis of the ring system of terpestacin

  摘要：

  The ring system of the sesterterpene terpestacin has been obtained from a cyclopentanic precursor prepared from endo-3-bromocamphor and from an acyclic keto phosphonate prepared from 6-methylhept-5-en-2-one. The connection of both compounds has been achieved by a Horner-Wadsworth-Emmons reaction on the one hand and by a McMurry reaction on the other. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02535-0
• 作为产物：
  描述：

  6-甲基-5-庚烯-2-酮 在 咪唑 、 lithium aluminium tetrahydride 、 二苯并-18-冠醚-6 、 二甲基硫 、 双(三甲基硅烷基)氨基钾 、 臭氧 、 丙酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 13.75h， 生成 (2E,7E)-3,7-Dimethyl-1-[(1R,2R)-2-methyl-3-methylene-2-(2-triisopropylsilanyloxy-ethyl)-cyclopentyl]-11-triisopropylsilanyloxy-dodeca-2,7-dien-4-one
  参考文献：
  名称：

  A synthesis of the ring system of terpestacin

  摘要：

  The ring system of the sesterterpene terpestacin has been obtained from a cyclopentanic precursor prepared from endo-3-bromocamphor and from an acyclic keto phosphonate prepared from 6-methylhept-5-en-2-one. The connection of both compounds has been achieved by a Horner-Wadsworth-Emmons reaction on the one hand and by a McMurry reaction on the other. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02535-0

文献信息

• A synthesis of the ring system of terpestacin
  作者：Marie-Paule Mermet-Mouttet、Kiroubagaranne Gabriel、Denis Heissler

  DOI：10.1016/s0040-4039(98)02535-0

  日期：1999.1

  The ring system of the sesterterpene terpestacin has been obtained from a cyclopentanic precursor prepared from endo-3-bromocamphor and from an acyclic keto phosphonate prepared from 6-methylhept-5-en-2-one. The connection of both compounds has been achieved by a Horner-Wadsworth-Emmons reaction on the one hand and by a McMurry reaction on the other. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.