ethyl (R)-2-(3-{2-[2-hydroxy-2-(4-benzyloxy-3-methanesulfonamidophenyl)ethylamino]-2-methylpropyl}phenyl)acetate | 861448-92-2

• 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: ethyl (R)-2-(3-{2-[2-hydroxy-2-(4-benzyloxy-3-methanesulfonamidophenyl)ethylamino]-2-methylpropyl}phenyl)acetate
• 英文别名: ethyl 2-[3-[2-[[(2R)-2-hydroxy-2-[3-(methanesulfonamido)-4-phenylmethoxyphenyl]ethyl]amino]-2-methylpropyl]phenyl]acetate
• CAS: 861448-92-2
• 化学式: C₃₀H₃₈N₂O₆S
• 分子量: 554.708
• InChiKey: PNXZVRDOMQUVPH-MHZLTWQESA-N

物化性质

• 沸点：
  705.3±70.0 °C(Predicted)
• 密度：
  1.231±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  39
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  122
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl (R)-2-(3-{2-[2-hydroxy-2-(4-benzyloxy-3-methanesulfonamidophenyl)ethylamino]-2-methylpropyl}phenyl)acetate 在 吡啶 、 20% palladium hydroxide on charcoal 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 sodium hydroxide 作用下， 以 水 、 丙腈 为溶剂， 25.0~60.0 ℃ 、830.01 kPa 条件下， 反应 33.0h， 生成 (R)-2-(3-{2-[2-(4-benzyloxy-3-methanesulfonamidophenyl)-2-hydroxyethylamino]-2-methylpropyl}phenyl)-N-[(4'-hydroxybiphenyl-3-yl)methyl]acetamide hemifumarate
  参考文献：
  名称：

  Development of an Enabling Route to PF-00610355: A Novel Inhaled β₂-Adrenoreceptor Agonist

  摘要：

  The initial route used to prepare PF-00610355 (8) for early clinical development is described. Through careful choice of solvent, an efficient, telescoped route to carboxylic acid 23 was developed, affording this late-stage intermediate in 80% yield over 4 steps. Deprotection of 23 to give sodium salt 24a and coupling with amine 6 center dot HCl afforded the desired API. Effective synthetic routes to two of the starting materials, chiral bromide 1 and amine 6, are also described.

  DOI：

  10.1021/op2001904
• 作为产物：
  描述：

  N-(5-乙酰基-2-(苄氧基)苯基)甲磺酰胺 在 咪唑 、 硼酸三甲酯 、 dimethyl sulfide borane 、 tetra-N-butylammonium tribromide 、 (R)-(+)-alpha,alpha-二苯基脯氨醇 、 triethylamine tris(hydrogen fluoride) 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 、 丙腈 为溶剂， 反应 53.75h， 生成 ethyl (R)-2-(3-{2-[2-hydroxy-2-(4-benzyloxy-3-methanesulfonamidophenyl)ethylamino]-2-methylpropyl}phenyl)acetate
  参考文献：
  名称：

  Development of an Enabling Route to PF-00610355: A Novel Inhaled β₂-Adrenoreceptor Agonist

  摘要：

  The initial route used to prepare PF-00610355 (8) for early clinical development is described. Through careful choice of solvent, an efficient, telescoped route to carboxylic acid 23 was developed, affording this late-stage intermediate in 80% yield over 4 steps. Deprotection of 23 to give sodium salt 24a and coupling with amine 6 center dot HCl afforded the desired API. Effective synthetic routes to two of the starting materials, chiral bromide 1 and amine 6, are also described.

  DOI：

  10.1021/op2001904

文献信息

• Sulfonamide derivatives for the treatment of diseases
  申请人：Brown Daniel Alan

  公开号：US20050182091A1

  公开（公告）日：2005-08-18

  The invention relates to compounds of formula (1) and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. The compounds according to the present invention are useful in numerous diseases, disorders and conditions, in particular inflammatory, allergic and respiratory diseases, disorders and conditions.

  该发明涉及公式（1）的化合物，以及用于制备、用于制备的中间体、含有和使用这些衍生物的组合物的过程。根据本发明的化合物在许多疾病、紊乱和状况中具有用途，特别是在炎症性、过敏性和呼吸系统疾病、紊乱和状况中。
• Sulfonamide Derivatives For The Treatment of Diseases
  申请人：Brown Alan Daniel

  公开号：US20080267970A1

  公开（公告）日：2008-10-30

  The invention relates to compounds of formula (1) and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. The compounds according to the present invention are useful in numerous diseases, disorders and conditions, in particular inflammatory, allergic and respiratory diseases, disorders and conditions.

  本发明涉及式（1）化合物，以及制备中间体、含有该衍生物的组合物的过程和用途。根据本发明的化合物在许多疾病、疾患和病况中有用，特别是在炎症、过敏和呼吸系统疾病、疾患和病况中有用。
• Sulfonamide Derivatives For The Treatment Of Diseases
  申请人：Brown Alan Daniel

  公开号：US20100273758A1

  公开（公告）日：2010-10-28

  The invention relates to compounds of formula (1) and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. The compounds according to the present invention are useful in numerous diseases, disorders and conditions, in particular inflammatory, allergic and respiratory diseases, disorders and conditions.

  本发明涉及公式（1）的化合物以及制备这些化合物的中间体、含有这些化合物的组合物和这些衍生物的用途。根据本发明的化合物在许多疾病、紊乱和条件中具有用途，特别是在炎症性、过敏性和呼吸系统疾病、紊乱和条件中。
• Sulfonamide Derivatives for the Treatment of Diseases
  申请人：Brown Alan Daniel

  公开号：US20090197912A1

  公开（公告）日：2009-08-06

  The invention relates to compounds of formula (1) and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. The compounds according to the present invention are useful in numerous diseases, disorders and conditions, in particular inflammatory, allergic and respiratory diseases, disorders and conditions.

  本发明涉及公式（1）的化合物，以及用于制备这些衍生物的中间体的制备过程、含有这些化合物的组合物以及这些衍生物的用途。根据本发明的化合物在许多疾病、障碍和病况中有用，特别是在炎症、过敏和呼吸系统疾病、障碍和病况中有用。
• US7244766B2
  申请人：——

  公开号：US7244766B2

  公开（公告）日：2007-07-17