(3S,6R)-6-(2'-tosyloxyethyl)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine | 213686-00-1

• 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: (3S,6R)-6-(2'-tosyloxyethyl)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine
• 英文别名: 2-[(2R,5S)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazin-2-yl]ethyl 4-methylbenzenesulfonate；2-[(2R,5S)-3,6-dimethoxy-5-propan-2-yl-2,5-dihydropyrazin-2-yl]ethyl 4-methylbenzenesulfonate
• CAS: 213686-00-1
• 化学式: C₁₈H₂₆N₂O₅S
• 分子量: 382.481
• InChiKey: RMOUJEMDVQBJQI-CVEARBPZSA-N

物化性质

• 沸点：
  503.4±40.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  94.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (3S,6R)-6-(2'-tosyloxyethyl)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine 在 盐酸 、 正丁基锂 、 sodium iodide 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 10.0h， 生成 L-缬氨酸盐酸盐
  参考文献：
  名称：

  Asymmetric synthesis of (2R,5R)-2,5-diaminohexan-1,6-dioic acid

  摘要：

  Schollkopf's auxiliary 16 was added to bis-lactim iodide 21 to give 1,2-bis[(3S,6R)-3,6- dihydro-2,5-dimethoxy-3-isopropylpyrazin-6-yl]ethane 22 in 50% d.e. Dimer 22 was separated from its diastereoisomer 23 and deprotected using 6M HCl to afford homochiral (2R,5R)-2,5-diaminohexan-1,6-dioic acid 24. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00492-x
• 作为产物：
  描述：

  ethyl-(3S,6R)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazin-6-yl-acetate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 生成 (3S,6R)-6-(2'-tosyloxyethyl)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine
  参考文献：
  名称：

  Asymmetric synthesis of (2R,5R)-2,5-diaminohexan-1,6-dioic acid

  摘要：

  Schollkopf's auxiliary 16 was added to bis-lactim iodide 21 to give 1,2-bis[(3S,6R)-3,6- dihydro-2,5-dimethoxy-3-isopropylpyrazin-6-yl]ethane 22 in 50% d.e. Dimer 22 was separated from its diastereoisomer 23 and deprotected using 6M HCl to afford homochiral (2R,5R)-2,5-diaminohexan-1,6-dioic acid 24. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00492-x

文献信息

• [EN] BENZIMIDAZOLONE DERIVED INHIBITORS OF BCL6<br/>[FR] INHIBITEURS DE BCL6 DÉRIVÉS DE BENZIMIDAZOLONE
  申请人：CANCER RESEARCH TECH LTD

  公开号：WO2018215801A1

  公开（公告）日：2018-11-29

  The present invention relates to compounds of Formula I that function as inhibitors of BCL6 (B-cell lymphoma 6) activity: wherein X1, X2, R1, R2 and R3 are each as defined herein. The present invention also relates to processes for the preparation of these compounds, to pharmaceutical compositions comprising them, and to their use in the treatment of proliferative disorders, such as cancer, as well as other diseases or conditions in which BCL6 activity is implicated.

  本发明涉及作为BCL6（B细胞淋巴瘤6）活性抑制剂的Formula I化合物：其中X1、X2、R1、R2和R3如本文所定义。本发明还涉及制备这些化合物的方法，包括含有它们的药物组合物，以及它们在治疗增生性疾病（如癌症）以及BCL6活性有所涉及的其他疾病或病况中的用途。
• Asymmetric synthesis of (2R,5R)-2,5-diaminohexan-1,6-dioic acid
  作者：Steven D Bull、Alexander N Chernega、Stephen G Davies、William O Moss、Richard M Parkin

  DOI：10.1016/s0040-4020(98)00492-x

  日期：1998.8

  Schollkopf's auxiliary 16 was added to bis-lactim iodide 21 to give 1,2-bis[(3S,6R)-3,6- dihydro-2,5-dimethoxy-3-isopropylpyrazin-6-yl]ethane 22 in 50% d.e. Dimer 22 was separated from its diastereoisomer 23 and deprotected using 6M HCl to afford homochiral (2R,5R)-2,5-diaminohexan-1,6-dioic acid 24. (C) 1998 Elsevier Science Ltd. All rights reserved.