(5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-9,10-secocholesta-5,7,10(19)-trien-11α,25-diol | 159352-64-4

• 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: (5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-9,10-secocholesta-5,7,10(19)-trien-11α,25-diol
• 英文别名: (3R,3aR,5S,7E,7aS)-7-[(2Z)-2-[(3S,5R)-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]-2-methylidenecyclohexylidene]ethylidene]-3-[(2R)-6-hydroxy-6-methylheptan-2-yl]-3a-methyl-2,3,4,5,6,7a-hexahydro-1H-inden-5-ol
• CAS: 159352-64-4
• 化学式: C₃₉H₇₂O₄Si₂
• 分子量: 661.169
• InChiKey: RATQXHSDQOYSJX-AGAUCTRDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.73
• 重原子数：
  45
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-9,10-secocholesta-5,7,10(19)-trien-11α,25-diol 在 吡啶 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 79.0h， 生成 (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：

  (5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-25-hydroxy-9,10-secocholesta-5,7,10(19)-trien-11α-yl acetate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 (5Z,7E)-(1S,3R)-1,3-bis(tert-butyldimethylsiloxy)-9,10-secocholesta-5,7,10(19)-trien-11α,25-diol
  参考文献：
  名称：

  利用在11个alpha位置具有化学桥的新型半抗原衍生物，生产针对1 alpha，25-dihydroxyvitamin D3的高特异性抗体。

  摘要：

  已经报道了利用新型半抗原衍生物2产生针对1α，25-二羟基维生素D3 1a的高特异性抗体，该新半抗原衍生物由11个α，25-二羟基胆固醇经21个步骤合成。还描述了获得的抗体的特性。

  DOI：

  10.1248/cpb.41.1321

文献信息

• Production of Highly Specific Antibodies to 1.ALPHA.,25-Dihydroxyvitamin D3 Utilizing a Novel Haptenic Derivative Having a Chemical Bridge at 11.ALPHA.-Position.
  作者：Norihiro KOBAYASHI、Junichi KITAHORI、Hidetoshi MANO、Kazutake SHIMADA

  DOI：10.1248/cpb.41.1321

  日期：——

  The production of highly specific antibodies to 1 alpha,25-dihydroxyvitamin D3 1a utilizing a novel haptenic derivative 2, which was synthesized from 11 alpha,25-dihydroxycholesterol via 21 steps, has been reported. The properties of the obtained antibodies are also described.

  已经报道了利用新型半抗原衍生物2产生针对1α，25-二羟基维生素D3 1a的高特异性抗体，该新半抗原衍生物由11个α，25-二羟基胆固醇经21个步骤合成。还描述了获得的抗体的特性。
• 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
  作者：Norihiro Kobayashi、Junichi Kitahori、Hidetoshi Mano、Kazutake Shimada

  DOI：10.1039/p19940001809

  日期：——

  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.