(R)-tert-butyl 3-(benzyloxy)-1-(4-methylpiperazin-1-yl)-1-oxopropan-2-yl carbamate | 1239355-41-9

• 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: (R)-tert-butyl 3-(benzyloxy)-1-(4-methylpiperazin-1-yl)-1-oxopropan-2-yl carbamate
• 英文别名: tert-butyl N-[(2R)-1-(4-methylpiperazin-1-yl)-1-oxo-3-phenylmethoxypropan-2-yl]carbamate
• CAS: 1239355-41-9
• 化学式: C₂₀H₃₁N₃O₄
• 分子量: 377.484
• InChiKey: BKORWBGZVSYGLU-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  71.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-tert-butyl 3-(benzyloxy)-1-(4-methylpiperazin-1-yl)-1-oxopropan-2-yl carbamate 在 盐酸 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 1,4-二氧六环 、 甲醇 、 乙腈 为溶剂， 反应 9.0h， 生成 2-[(4-chlorophenyl)oxy]-6-methyl-N-[(1R)-2-(4-methylpiperazin-1-yl)-2-oxo-1-{[(phenylmethyl)oxy]methyl}ethyl]pyridine-3-carboxamide
  参考文献：
  名称：

  Discovery of a new class of glucosylceramide synthase inhibitors

  摘要：

  A novel series of potent inhibitors of glucosylceramide synthase are described. The optimization of biochemical and cellular potency as well as ADME properties led to compound 23c. Broad tissue distribution was obtained following oral administration to mice. Thus 23c could be another useful tool compound for studying the effects of GCS inhibition in vitro and in vivo. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.037
• 作为产物：
  描述：

  N-甲基哌嗪 、 N-Boc-O-苄基-D-丝氨酸 在 二甲基氨基丙基乙基碳酰胺 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 (R)-tert-butyl 3-(benzyloxy)-1-(4-methylpiperazin-1-yl)-1-oxopropan-2-yl carbamate
  参考文献：
  名称：

  [EN] GLUCOSYLCERAMIDE SYNTHASE INHIBITORS
  [FR] INHIBITEURS DE LA GLUCOSYLCÉRAMIDE SYNTHASE

  摘要：

  公开号：

  WO2010091104A8

文献信息

• Discovery of a new class of glucosylceramide synthase inhibitors
  作者：Elena Koltun、Steven Richards、Vicky Chan、Jason Nachtigall、Hongwang Du、Kevin Noson、Adam Galan、Naing Aay、Art Hanel、Amanda Harrison、Jeff Zhang、Kwang-Ai Won、Danny Tam、Fawn Qian、Tao Wang、Patricia Finn、Kathleen Ogilvie、Jon Rosen、Raju Mohan、Christopher Larson、Peter Lamb、John Nuss、Patrick Kearney

  DOI：10.1016/j.bmcl.2011.09.037

  日期：2011.11

  A novel series of potent inhibitors of glucosylceramide synthase are described. The optimization of biochemical and cellular potency as well as ADME properties led to compound 23c. Broad tissue distribution was obtained following oral administration to mice. Thus 23c could be another useful tool compound for studying the effects of GCS inhibition in vitro and in vivo. (C) 2011 Elsevier Ltd. All rights reserved.
• [EN] GLUCOSYLCERAMIDE SYNTHASE INHIBITORS<br/>[FR] INHIBITEURS DE LA GLUCOSYLCÉRAMIDE SYNTHASE
  申请人：EXELIXIS INC

  公开号：WO2010091104A8

  公开（公告）日：2011-04-07