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| 1393380-36-3

中文名称
——
中文别名
——
英文名称
——
英文别名
——
化学式
CAS
1393380-36-3
化学式
C15H22O2
mdl
——
分子量
234.338
InChiKey
VISHNZUOVRVKBC-QEJZJMRPSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    3.12
  • 重原子数:
    17.0
  • 可旋转键数:
    0.0
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.8
  • 拓扑面积:
    29.6
  • 氢给体数:
    0.0
  • 氢受体数:
    2.0

反应信息

  • 作为产物:
    参考文献:
    名称:
    Synthesis of (−)-albrassitriol and (−)-6-epi-albrassitriol from (+)-larixol
    摘要:
    A novel synthesis of natural drimanic compounds, ()-albrassitriol (2) and ()-6-epi-albrassitriol (3), has been carried out starting from an easily available labdane diterpenoid, (+)-larixol (1). In a two-step procedure, (+)-larixol (1) was converted into 14,15-bisnorlab-7-ene-6,13-dione (9), which was then submitted to a Norrish type II photochemical degradation yielding drim-7,9(11)-diene-6-one (10), whose treatment with OsO4 led selectively to the formation of drim-7-ene-9,11-diol-6-one (12). The same compound was obtained by selective epoxidation of the C(9)C(11) double bond in drim-7,9(11)-diene-6-one (10) with monoperphtalic acid. Treatment of the resulting mixture of - and -epoxides (13 and 14) with HClO4 yielded drim-7-ene-9,11-diol-6-one (12). Reduction of the C6-carbonyl group in drim-7-ene-9,11-diol-6-one (12) with LiAlH4 afforded ()-albrassitriol (2) and ()-6-epi-albrassitriol (3), 12.4% and 13.6% overall yields, respectively.
    DOI:
    10.1080/14786419.2012.706297
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