(5Z,7E)-(1S,3R)-3-<<1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl>oxycarbonyl>propanoic acid | 159352-65-5

• 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: (5Z,7E)-(1S,3R)-3-<<1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl>oxycarbonyl>propanoic acid
• CAS: 159352-65-5
• 化学式: C₄₃H₇₆O₇Si₂
• 分子量: 761.243
• InChiKey: GFFCIICACJOIOF-ATZXNBLMSA-N

物化性质

• 沸点：
  728.6±60.0 °C(predicted)
• 密度：
  1.03±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.15
• 重原子数：
  52.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  102.29
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (5Z,7E)-(1S,3R)-3-<<1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl>oxycarbonyl>propanoic acid 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以70%的产率得到(5Z,7E)-(1S,3R)-3-<<1,3,25-trihydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl>oxycarbonyl>propanoic acid
  参考文献：
  名称：

  Syntheses of 11α-(3-carboxypropanoyloxy)-1α,25-dihydroxyvitamin D₃and 11α(4-carboxybutanoyloxy)-1α,25-dihydroxyvitarnin D₃: novel haptenic derivatives for production of highly specific antibodies to 1α,25-dihydroxyvitamin D₃¹

  摘要：

  The measurement of serum/plasma levels of 1 alpha,25-dihydroxyvitamin D-3 1a is important for the diagnosis of diseases influencing vitamin D metabolism. To obtain antibodies to the metabolite 1a which are highly specific and useful for development of immunoassays, two novel haptenic derivatives. 11 alpha-(3-carboxypropanoyloxy)-1 alpha,25-dihydroxyvitamin D-3 2a and 11 alpha-(4-carboxybutanoyloxy)-1 alpha,25-dihydroxyvitamin D-3 2b were synthesized each in 19 steps from a suitably protected derivative (3) of 11 alpha,25-dihydroxycholesterol.

  DOI：

  10.1039/p19940001809
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 吡啶 、 咪唑 、 氢氧化钾 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 78.83h， 生成 (5Z,7E)-(1S,3R)-3-<<1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl>oxycarbonyl>propanoic acid
  参考文献：
  名称：

  Syntheses of 11α-(3-carboxypropanoyloxy)-1α,25-dihydroxyvitamin D₃and 11α(4-carboxybutanoyloxy)-1α,25-dihydroxyvitarnin D₃: novel haptenic derivatives for production of highly specific antibodies to 1α,25-dihydroxyvitamin D₃¹

  摘要：

  The measurement of serum/plasma levels of 1 alpha,25-dihydroxyvitamin D-3 1a is important for the diagnosis of diseases influencing vitamin D metabolism. To obtain antibodies to the metabolite 1a which are highly specific and useful for development of immunoassays, two novel haptenic derivatives. 11 alpha-(3-carboxypropanoyloxy)-1 alpha,25-dihydroxyvitamin D-3 2a and 11 alpha-(4-carboxybutanoyloxy)-1 alpha,25-dihydroxyvitamin D-3 2b were synthesized each in 19 steps from a suitably protected derivative (3) of 11 alpha,25-dihydroxycholesterol.

  DOI：

  10.1039/p19940001809