3β-(tert-butyldimethylsiloxy)-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-3',5'-dione | 151922-29-1

• 分子结构分类: 有机化合物
• 英文名称: 3β-(tert-butyldimethylsiloxy)-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-3',5'-dione
• 英文别名: (1S,2R,5R,6R,8R,9R,10R,13R,15S)-13-[tert-butyl(dimethyl)silyl]oxy-8-hydroxy-5-[(2R)-6-hydroxy-6-methylheptan-2-yl]-6,10-dimethyl-18-phenyl-16,18,20-triazahexacyclo[13.5.2.01,9.02,6.010,15.016,20]docosa-11,21-diene-17,19-dione
• CAS: 151922-29-1
• 化学式: C₄₁H₆₁N₃O₅Si
• 分子量: 704.038
• InChiKey: REXHTZLZKKOSMR-ZUOLBORRSA-N

物化性质

• 沸点：
  711.5±70.0 °C(predicted)
• 密度：
  1.20±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.12
• 重原子数：
  50
• 可旋转键数：
  9
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  93.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3β-(tert-butyldimethylsiloxy)-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-3',5'-dione 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 5.0h， 以75%的产率得到3β-(tert-butyldimethylsiloxy)-1α,2α-epoxy-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholest-6-ene-3',5'-dione
  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：

  cholesta-1,3,5,7-tetraene-3,11α,25-triyl triacetate 在 咪唑 、 氢氧化钾 、 calcium borohydride 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 3β-(tert-butyldimethylsiloxy)-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-3',5'-dione
  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