4-(2-{(1R,2R,3R,5R)-5-Chloro-3-hydroxy-2-[(E)-(S)-4-hydroxy-4-(1-isobutyl-cyclobutyl)-but-1-enyl]-cyclopentyl}-ethyl)-benzoic acid methyl ester | 433231-95-9

• 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: 4-(2-{(1R,2R,3R,5R)-5-Chloro-3-hydroxy-2-[(E)-(S)-4-hydroxy-4-(1-isobutyl-cyclobutyl)-but-1-enyl]-cyclopentyl}-ethyl)-benzoic acid methyl ester
• CAS: 433231-95-9
• 化学式: C₂₇H₃₉ClO₄
• 分子量: 463.057
• InChiKey: SXPLAZIMRGSXEP-GKUBYHIDSA-N

反应信息

• 作为反应物：
  描述：

  4-(2-{(1R,2R,3R,5R)-5-Chloro-3-hydroxy-2-[(E)-(S)-4-hydroxy-4-(1-isobutyl-cyclobutyl)-but-1-enyl]-cyclopentyl}-ethyl)-benzoic acid methyl ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 4-(2-{(1R,2R,3R,5R)-5-Chloro-3-hydroxy-2-[(E)-(S)-4-hydroxy-4-(1-isobutyl-cyclobutyl)-but-1-enyl]-cyclopentyl}-ethyl)-benzoic acid
  参考文献：
  名称：

  Development of a highly selective EP2-receptor agonist. Part 2: identification of 16-Hydroxy-17,17-trimethylene 9β-chloro PGF derivatives

  摘要：

  Further chemical modification of 1a and 2 was undertaken to identify a more chemically stable selective EP2-receptor agonist for development as a clinical candidate. 9beta-Chloro PG analogues 4a-e and 5a, c-e were found to be potent and selective EP2-receptor agonists. Among them, the compound 4aLy, which is a chemically stabilized lysine salt of 4a, exhibited an excellent profile both in biological activities and physicochemical properties. The agonist 4aLy was found to suppress uterine motility in anesthetized pregnant rats, while PGE(2) stimulated uterine motility. Structure-activity relationships (SARs) are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00370-4
• 作为产物：
  描述：

  4-(2-{(1R,2R,3R,5S)-5-Acetoxy-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-4-(tert-butyl-dimethyl-silanyloxy)-4-(1-isobutyl-cyclobutyl)-but-1-enyl]-cyclopentyl}-ethyl)-benzoic acid methyl ester 在 吡啶 、 氢氟酸 、 四丁基氯化铵 、 potassium carbonate 作用下， 以 甲醇 、 甲苯 、 乙腈 为溶剂， 反应 21.5h， 生成 4-(2-{(1R,2R,3R,5R)-5-Chloro-3-hydroxy-2-[(E)-(S)-4-hydroxy-4-(1-isobutyl-cyclobutyl)-but-1-enyl]-cyclopentyl}-ethyl)-benzoic acid methyl ester
  参考文献：
  名称：

  Development of a highly selective EP2-receptor agonist. Part 2: identification of 16-Hydroxy-17,17-trimethylene 9β-chloro PGF derivatives

  摘要：

  Further chemical modification of 1a and 2 was undertaken to identify a more chemically stable selective EP2-receptor agonist for development as a clinical candidate. 9beta-Chloro PG analogues 4a-e and 5a, c-e were found to be potent and selective EP2-receptor agonists. Among them, the compound 4aLy, which is a chemically stabilized lysine salt of 4a, exhibited an excellent profile both in biological activities and physicochemical properties. The agonist 4aLy was found to suppress uterine motility in anesthetized pregnant rats, while PGE(2) stimulated uterine motility. Structure-activity relationships (SARs) are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00370-4