2-cyclopropyl-2-oxoethyl 2-(tertbutoxycarbonylamino)-2-(1-((tert-butyldiphenylsilyloxy)methyl)cyclopropyl)acetate | 873065-95-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-cyclopropyl-2-oxoethyl 2-(tertbutoxycarbonylamino)-2-(1-((tert-butyldiphenylsilyloxy)methyl)cyclopropyl)acetate
• 英文别名: (2-Cyclopropyl-2-oxoethyl) 2-[1-[[tert-butyl(diphenyl)silyl]oxymethyl]cyclopropyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate
• CAS: 873065-95-3
• 化学式: C₃₂H₄₃NO₆Si
• 分子量: 565.782
• InChiKey: SWRALGLIWIEQBH-UHFFFAOYSA-N

物化性质

• 沸点：
  623.4±53.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.76
• 重原子数：
  40
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-cyclopropyl-2-oxoethyl 2-(tertbutoxycarbonylamino)-2-(1-((tert-butyldiphenylsilyloxy)methyl)cyclopropyl)acetate 在 三氟乙酸 、 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以88%的产率得到3-(1-((tert-butyldiphenylsilyloxy)methyl)cyclopropyl)-5-cyclopropylmorpholin-2-one
  参考文献：
  名称：

  Substituted 4-morpholine N -arylsulfonamides as γ-secretase inhibitors

  摘要：

  The design, synthesis, SAR, and biological profile of a substituted 4-morpholine sulfonamide series of gamma-secretase inhibitors (GSIs) were described. In several cases, the resulting series of GSIs reduced CYP liabilities and improved gamma-secretase inhibition activity compared to our previous research series. Selected compounds demonstrated significant reduction of amyloid-beta (A beta) after acute oral dosing in a transgenic animal model of Alzheimer's disease (AD). (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.08.024
• 作为产物：
  描述：

  1-((4-methoxybenzyloxy)methyl)cyclopropanecarbaldehyde 在 咪唑 、 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 potassium hydroxide 、 barium(II) hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 4.03h， 生成 2-cyclopropyl-2-oxoethyl 2-(tertbutoxycarbonylamino)-2-(1-((tert-butyldiphenylsilyloxy)methyl)cyclopropyl)acetate
  参考文献：
  名称：

  Substituted 4-morpholine N -arylsulfonamides as γ-secretase inhibitors

  摘要：

  The design, synthesis, SAR, and biological profile of a substituted 4-morpholine sulfonamide series of gamma-secretase inhibitors (GSIs) were described. In several cases, the resulting series of GSIs reduced CYP liabilities and improved gamma-secretase inhibition activity compared to our previous research series. Selected compounds demonstrated significant reduction of amyloid-beta (A beta) after acute oral dosing in a transgenic animal model of Alzheimer's disease (AD). (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.08.024

文献信息

• [EN] SUBSTITUTED N-ARYLSULFONYLHETEROCYCLIC AMINES AS GAMMA-SECRETASE INHIBITORS<br/>[FR] AMINES HETEROCYCLIQUES A SUBSTITUTION N-ARYLSULFONYLE INHIBANT LA GAMMA SECRETASE
  申请人：SCHERING CORP

  公开号：WO2006004880A3

  公开（公告）日：2007-03-08