tert-butyl (S,Z)-3-(3-(benzyloxy)propyl)-6-(4-isobutylphenyl)-4-(methoxyimino)hex-5-ynoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl (S,Z)-3-(3-(benzyloxy)propyl)-6-(4-isobutylphenyl)-4-(methoxyimino)hex-5-ynoate
• 化学式: C₃₁H₄₁NO₄
• 分子量: 491.671
• InChiKey: AIFJBWUMHNFRCH-KLZLXOCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.58
• 重原子数：
  36.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  57.12
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (S,Z)-3-(3-(benzyloxy)propyl)-6-(4-isobutylphenyl)-4-(methoxyimino)hex-5-ynoate 在 一氯化碘 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以1.75 g的产率得到tert-butyl (S)-6-(benzyloxy)-3-(4-iodo-5-(4-isobutylphenyl)isoxazol-3-yl)hexanoate
  参考文献：
  名称：

  Discovery of Second Generation RORγ Inhibitors Composed of an Azole Scaffold

  摘要：

  Starting from a previously reported ROR gamma inhibitor (1), successive efforts to improve in vivo potency were continued. Introduction of metabolically beneficial motifs in conjunction with scaffold hopping was examined, resulting in discovery of the second generation ROR gamma inhibitor composed of a 4-(isoxazol-3-yl)butanoic acid scaffold (24). Compound 24 achieved a 10-fold improvement in in vivo potency in a mouse CD3 challenge model along with significant anti-inflammatory effects in a mouse dermatitis model.

  DOI：

  10.1021/acs.jmedchem.8b01567
• 作为产物：
  描述：

  1-乙炔-4-异丙基苯 在 正丁基锂 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 1.58h， 生成 tert-butyl (S,Z)-3-(3-(benzyloxy)propyl)-6-(4-isobutylphenyl)-4-(methoxyimino)hex-5-ynoate
  参考文献：
  名称：

  Discovery of Second Generation RORγ Inhibitors Composed of an Azole Scaffold

  摘要：

  Starting from a previously reported ROR gamma inhibitor (1), successive efforts to improve in vivo potency were continued. Introduction of metabolically beneficial motifs in conjunction with scaffold hopping was examined, resulting in discovery of the second generation ROR gamma inhibitor composed of a 4-(isoxazol-3-yl)butanoic acid scaffold (24). Compound 24 achieved a 10-fold improvement in in vivo potency in a mouse CD3 challenge model along with significant anti-inflammatory effects in a mouse dermatitis model.

  DOI：

  10.1021/acs.jmedchem.8b01567