[(3S,5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-tri(propan-2-yl)silyloxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl] sulfamate | 1422521-39-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: [(3S,5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-tri(propan-2-yl)silyloxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl] sulfamate
• CAS: 1422521-39-8
• 化学式: C₂₈H₅₃NO₄SSi
• 分子量: 527.885
• InChiKey: XJHGQMYNHUCGLE-VXBMVYAYSA-N

物化性质

• 沸点：
  557.6±42.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.18
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  87
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(3S,5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-tri(propan-2-yl)silyloxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl] sulfamate 在 rhodium(II) acetate dimer 、 aluminium hydride 、 碘苯二乙酸 、 3,5-二叔丁基邻苯醌 、 magnesium oxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 10.0h， 生成 N'-((3S,5S,8R,9S,10S,13R,14S,17S)-17-hydroxy-10,13-dimethyl-3-((triisopropylsilyl)oxy)hexadecahydro-12H-cyclopenta[a]phenanthren-12-ylidene)-4-methylbenzenesulfonohydrazide
  参考文献：
  名称：

  Remote C–H bond functionalization of androstane C-ring: C12-amination

  摘要：

  A new functionalization method for the C-ring of the androstane framework has been established. The key feature is a remote C-H amination, which enables the preparation of the C12-amino, oxo, hydoxy, and C11,12-dehydro derivatives of epiandrosterone. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.12.103
• 作为产物：
  描述：

  表雄酮 在 2,6-二甲基吡啶 、 甲醇 、 sodium tetrahydroborate 、 甲酸 、 氯磺酰异氰酸酯 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 反应 3.0h， 生成 [(3S,5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-tri(propan-2-yl)silyloxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl] sulfamate
  参考文献：
  名称：

  Remote C–H bond functionalization of androstane C-ring: C12-amination

  摘要：

  A new functionalization method for the C-ring of the androstane framework has been established. The key feature is a remote C-H amination, which enables the preparation of the C12-amino, oxo, hydoxy, and C11,12-dehydro derivatives of epiandrosterone. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.12.103

文献信息

• Remote C–H bond functionalization of androstane C-ring: C12-amination
  作者：Shuji Yamashita、Masafumi Himuro、Yujiro Hayashi、Masahiro Hirama

  DOI：10.1016/j.tetlet.2012.12.103

  日期：2013.3

  A new functionalization method for the C-ring of the androstane framework has been established. The key feature is a remote C-H amination, which enables the preparation of the C12-amino, oxo, hydoxy, and C11,12-dehydro derivatives of epiandrosterone. (C) 2013 Elsevier Ltd. All rights reserved.