| 183788-33-2

• 分子结构分类: 有机化合物
• CAS: 183788-33-2
• 化学式: C₅₂H₇₆N₄O₈Si₂
• 分子量: 941.368
• InChiKey: MTSSGYDOSSQNNE-ADMZUFFMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.0
• 重原子数：
  66.0
• 可旋转键数：
  10.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  153.8
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  在 水 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以86%的产率得到[(1R,3'R,4S,5'S,6S,7S,8S,9R,10R,12S,13S,15R,16E,18S)-15-amino-5'-[[tert-butyl(dimethyl)silyl]oxymethyl]-3'-[tert-butyl(diphenyl)silyl]oxy-8-hydroxy-16-methoxyimino-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-2-ene-6,2'-oxolane]-10-yl] acetate
  参考文献：
  名称：

  Outer-Ring Stereochemical Modulation of Cytotoxicity in Cephalostatins¹

  摘要：

  [GRAPHICS]20- and 25'-epimers of cephalostatin 7, prepared by directed unsymmetrical pyrazine synthesis, address outer-ring topographical and stability questions and intimate an oxacarbenium ion rationale for the role in bioactivity of the spiroketal (E/F, E'/F') rings of this class of antitumor agents.

  DOI：

  10.1021/ol991153y
• 作为产物：
  描述：

  在 吡啶 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Outer-Ring Stereochemical Modulation of Cytotoxicity in Cephalostatins¹

  摘要：

  [GRAPHICS]20- and 25'-epimers of cephalostatin 7, prepared by directed unsymmetrical pyrazine synthesis, address outer-ring topographical and stability questions and intimate an oxacarbenium ion rationale for the role in bioactivity of the spiroketal (E/F, E'/F') rings of this class of antitumor agents.

  DOI：

  10.1021/ol991153y

文献信息

• Interphylal Product Splicing:  The First Total Syntheses of Cephalostatin 1, the North Hemisphere of Ritterazine G, and the Highly Active Hybrid Analogue, Ritterostatin G_N1_N¹
  作者：Thomas G. LaCour、Chuangxing Guo、Sudhakar Bhandaru、Michael R. Boyd、P. L. Fuchs

  DOI：10.1021/ja972160p

  日期：1998.2.1

  Convergent total syntheses of the extremely potent cell growth inhibitor cephalostatin 1 and two hybrid analogues, ritterostatins G(N)1(N) and G(N)1(S), have been achieved. Ritterostatin G(N)1(N) displays sub-nanomolar activity in the 60 cell line human tumor panel of the National Cancer Institute. The North hemisphere of ritterazine G was efficiently constructed from hecogenin acetate in 15% yield over 13 steps. Extension of a key photolysis/Prins sequence to intermediates 19 and 32 proceeded in excellent yield, leading to installation of the Delta(14) moiety in the-North G-and South I steroidal subunits. Application of a method for directed unsymmetrical coupling furnished the natural and analogue pyrazines in good yield from the cephalostatin and ritterazine components.