3-Cyclohexyl-2-(2,5-dihydroxy-phenylsulfanyl)-1-(4-triisopropylsilanyloxy-phenyl)-propan-1-one | 503445-07-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Cyclohexyl-2-(2,5-dihydroxy-phenylsulfanyl)-1-(4-triisopropylsilanyloxy-phenyl)-propan-1-one
• 英文别名: 3-Cyclohexyl-2-(2,5-dihydroxyphenyl)sulfanyl-1-[4-tri(propan-2-yl)silyloxyphenyl]propan-1-one
• CAS: 503445-07-6
• 化学式: C₃₀H₄₄O₄SSi
• 分子量: 528.828
• InChiKey: NLBNTPLIOFAPEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.97
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  92.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-Cyclohexyl-2-(2,5-dihydroxy-phenylsulfanyl)-1-(4-triisopropylsilanyloxy-phenyl)-propan-1-one 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (2S,3R)-3-Cyclohexylmethyl-2-(4-triisopropylsilanyloxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiin-6-ol
  参考文献：
  名称：

  Estrogen receptor ligands. Part 3: The SAR of dihydrobenzoxathiin SERMs

  摘要：

  A series of 3-alkyl, 3-cycloalkyl, and 3-heteroaryl dihydrobenzoxathim analogs 1 were prepared and evaluated for estrogen/anti-estrogen activity in both in vitro and in vivo models. In general, the compounds were found to exhibit a high degree of selectivity for ERalpha over ERbeta, but were less potent than the original lead compound la in the inhibition of estradiol-driven uterine proliferation. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.084
• 作为产物：
  描述：

  3-cyclohexyl-1-(4-hydroxy-phenyl)-propan-1-one 在 phenyltrimethylammonium tribromide 、 sodium hydride 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-Cyclohexyl-2-(2,5-dihydroxy-phenylsulfanyl)-1-(4-triisopropylsilanyloxy-phenyl)-propan-1-one
  参考文献：
  名称：

  Estrogen receptor ligands. Part 3: The SAR of dihydrobenzoxathiin SERMs

  摘要：

  A series of 3-alkyl, 3-cycloalkyl, and 3-heteroaryl dihydrobenzoxathim analogs 1 were prepared and evaluated for estrogen/anti-estrogen activity in both in vitro and in vivo models. In general, the compounds were found to exhibit a high degree of selectivity for ERalpha over ERbeta, but were less potent than the original lead compound la in the inhibition of estradiol-driven uterine proliferation. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.084

文献信息

• Dehydrative Reduction:  A Highly Diastereoselective Synthesis of <i>syn</i>-Bisaryl(or Heteroaryl) Dihydrobenzoxathiins and Benzodioxane
  作者：Seongkon Kim、Jane Y. Wu、Helen Y. Chen、Frank DiNinno

  DOI：10.1021/ol0274763

  日期：2003.3.1

  [GRAPHICS]TFA/Et3SIH-mediated cyclization of thioketones 5 derived from the reaction of functionalized thiophenols (catechols) with bromo ketones gave syn 2,3-bisaryl(or heteroaryl) dihydrobenzoxathiins and benzodioxane 1 with total diastereoselectivity (>99:1), in excellent yields.
• Estrogen receptor ligands. Part 3: The SAR of dihydrobenzoxathiin SERMs
  作者：Helen Y. Chen、Seongkon Kim、Jane Y. Wu、Elizabeth T. Birzin、Wanda Chan、Yi Tien Yang、Johanna Dahllund、Frank DiNinno、Susan P. Rohrer、James M. Schaeffer、Milton L. Hammond

  DOI：10.1016/j.bmcl.2004.02.084

  日期：2004.5

  A series of 3-alkyl, 3-cycloalkyl, and 3-heteroaryl dihydrobenzoxathim analogs 1 were prepared and evaluated for estrogen/anti-estrogen activity in both in vitro and in vivo models. In general, the compounds were found to exhibit a high degree of selectivity for ERalpha over ERbeta, but were less potent than the original lead compound la in the inhibition of estradiol-driven uterine proliferation. (C) 2004 Elsevier Ltd. All rights reserved.