1,2-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>-1-butanone | 85546-02-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,2-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>-1-butanone
• 英文别名: 1,2-bis(4-t-butyldimethylsilyloxyphenyl)-1-oxobutane；1,2-bis[4-[(tert-butyldimethylsilyl)oxy]phenyl]-1-butanone；1,2-bis[4-[tert-butyl(dimethyl)silyl]oxyphenyl]butan-1-one
• CAS: 85546-02-7
• 化学式: C₂₈H₄₄O₃Si₂
• 分子量: 484.827
• InChiKey: FTRXHYXOMFRZNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.83
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,2-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>-1-butanone 在 sodium hydroxide 、 lithium aluminium tetrahydride 、 硼烷四氢呋喃络合物 、 偶氮二甲酸二异丙酯 、 水 、 双氧水 、 sodium methylate 、 三苯基膦 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 正己烷 为溶剂， 反应 31.58h， 生成 (2R*,3S*)-2,3-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>pentyl 2-cyanoethyl sulfide
  参考文献：
  名称：

  Preparation, receptor binding, and fluorescence properties of hexestrol-fluorophore conjugates: evaluation of site of attachment, fluorophore structure, and fluorophore-ligand spacing

  摘要：

  We have undertaken a staged development of certain estrogen-fluorophore conjugates, in order to prepare a fluorescent estrogen suitable for determination of the estrogen receptor content of individual cells. Since non-steroidal estrogens with bulky substituents are often more readily bound by receptor than their steroidal counterparts, we have investigated fluorophore conjugates with derivatives of the non-steroidal estrogen hexestrol [3R*, 4S*)-3,4-bis(4-hydroxyphenyl)hexane). On the basis of the receptor-binding affinity of model compounds, we prepared a prototypical set of three ring- and side-chain-substituted fluorescent hexestrol derivatives, whose binding and fluorescence properties ultimately led to the preparation of a series of side-chain-substituted nitrobenzoxadiazole derivatives. The compounds prepared have binding affinities for the estrogen receptors that range from ca. 1% to 5% that of estradiol, and they have very favorable fluorescence characteristics, similar to those of fluorescein.

  DOI：

  10.1021/jm00384a026
• 作为产物：
  描述：

  6-甲氧基-2-(4-苯甲氧基)苯并噻吩 在 咪唑 、 sodium hydride 、 乙硫醇 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 1,2-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>-1-butanone
  参考文献：
  名称：

  Preparation, receptor binding, and fluorescence properties of hexestrol-fluorophore conjugates: evaluation of site of attachment, fluorophore structure, and fluorophore-ligand spacing

  摘要：

  We have undertaken a staged development of certain estrogen-fluorophore conjugates, in order to prepare a fluorescent estrogen suitable for determination of the estrogen receptor content of individual cells. Since non-steroidal estrogens with bulky substituents are often more readily bound by receptor than their steroidal counterparts, we have investigated fluorophore conjugates with derivatives of the non-steroidal estrogen hexestrol [3R*, 4S*)-3,4-bis(4-hydroxyphenyl)hexane). On the basis of the receptor-binding affinity of model compounds, we prepared a prototypical set of three ring- and side-chain-substituted fluorescent hexestrol derivatives, whose binding and fluorescence properties ultimately led to the preparation of a series of side-chain-substituted nitrobenzoxadiazole derivatives. The compounds prepared have binding affinities for the estrogen receptors that range from ca. 1% to 5% that of estradiol, and they have very favorable fluorescence characteristics, similar to those of fluorescein.

  DOI：

  10.1021/jm00384a026

文献信息

• Syntheses of E- and Z-pseudodiethylstilbestrol and Z-1-hydroxypseudodiethylstilbestrol
  作者：J.Richard Heys、James L. Hicks、Paul H. Ruehle

  DOI：10.1016/0039-128x(82)90139-8

  日期：1982.6
• HEYS, J. R.;HICKS, J. L.;RUEHLE, P. H., STEROIDS, 1982, 39, N 6, 681-692
  作者：HEYS, J. R.、HICKS, J. L.、RUEHLE, P. H.

  DOI：——

  日期：——
• FEVIG T. L.; LLOYD J. E.; ZABLOCKI J. A.; KATZENELLENBOGEN J. A., J. MED. CHEM., 30,(1987) N 1, 156-165
  作者：FEVIG T. L.、 LLOYD J. E.、 ZABLOCKI J. A.、 KATZENELLENBOGEN J. A.

  DOI：——

  日期：——