{(R)-5-[(R)-1-(4,5-Diphenyl-oxazol-2-yl)-4-hydroxy-butylamino]-5,6,7,8-tetrahydro-naphthalen-1-yloxy}-acetic acid ethyl ester | 861892-54-8

• 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: {(R)-5-[(R)-1-(4,5-Diphenyl-oxazol-2-yl)-4-hydroxy-butylamino]-5,6,7,8-tetrahydro-naphthalen-1-yloxy}-acetic acid ethyl ester
• CAS: 861892-54-8
• 化学式: C₃₃H₃₆N₂O₅
• 分子量: 540.659
• InChiKey: ROESDLKLYYOUQM-VSGBNLITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.43
• 重原子数：
  40.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  93.82
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  {(R)-5-[(R)-1-(4,5-Diphenyl-oxazol-2-yl)-4-hydroxy-butylamino]-5,6,7,8-tetrahydro-naphthalen-1-yloxy}-acetic acid ethyl ester 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Discovery of new diphenyloxazole derivatives containing a pyrrolidine ring: Orally active prostacyclin mimetics. Part 2

  摘要：

  Synthetic and biological evaluation of novel diphenyloxazole derivatives containing a pyrrolidine ring, as a prostacyclin mimetic without the PG skeleton, are described. Asymmetric reduction of a ketone using a chiral Ru complex and reductive amination by NaBH4 produces four isomers of the tetrahydronaphthalene ring and the pyrrolidine ring with high stereoselectivity. FR193262 (4), (R,R)-diphenyloxazolyl pyrrolidine derivative, displays high potency and agonist efficacy at the IP receptor and has good bioavailability in rats and dogs. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.042
• 作为产物：
  描述：

  (1R)-4-hydroxy-1-(4,5-diphenyloxazol-2-yl)butylamine 在 三溴化硼 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 {(R)-5-[(R)-1-(4,5-Diphenyl-oxazol-2-yl)-4-hydroxy-butylamino]-5,6,7,8-tetrahydro-naphthalen-1-yloxy}-acetic acid ethyl ester
  参考文献：
  名称：

  Discovery of new diphenyloxazole derivatives containing a pyrrolidine ring: Orally active prostacyclin mimetics. Part 2

  摘要：

  Synthetic and biological evaluation of novel diphenyloxazole derivatives containing a pyrrolidine ring, as a prostacyclin mimetic without the PG skeleton, are described. Asymmetric reduction of a ketone using a chiral Ru complex and reductive amination by NaBH4 produces four isomers of the tetrahydronaphthalene ring and the pyrrolidine ring with high stereoselectivity. FR193262 (4), (R,R)-diphenyloxazolyl pyrrolidine derivative, displays high potency and agonist efficacy at the IP receptor and has good bioavailability in rats and dogs. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.042