(1S,3R,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-3-hydroxymethyl-2,8-dioxa-bicyclo[3.2.1]octane-4,5-dicarboxylic acid 5-tert-butyl ester | 186096-98-0

• 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: (1S,3R,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-3-hydroxymethyl-2,8-dioxa-bicyclo[3.2.1]octane-4,5-dicarboxylic acid 5-tert-butyl ester
• CAS: 186096-98-0
• 化学式: C₃₉H₅₆O₁₃
• 分子量: 732.866
• InChiKey: XFPFDDDBKJXDIS-XDDUFVKZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  52.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  195.35
• 氢给体数：
  4.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (1S,3R,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-3-hydroxymethyl-2,8-dioxa-bicyclo[3.2.1]octane-4,5-dicarboxylic acid 5-tert-butyl ester 在 盐酸 、 N-羟基丁二酰亚胺 、 氨 、 1-环已基-2-吗啉乙基碳二亚胺对甲苯磺酸盐 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 23.0h， 生成 (1S,3R,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-4-carbamoyl-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-3-hydroxymethyl-2,8-dioxa-bicyclo[3.2.1]octane-5-carboxylic acid
  参考文献：
  名称：

  The squalestatins: Synthesis of c-4 carboxamide derivatives

  摘要：

  Synthesis of squalestatin S1 C-4 carboxamide, 2, as well as related C-4 amides and C-4 hydroxymethyl derivatives possessing a C-3 hydroxymethyl group (15 and 19) together with their SQS inhibitory activities are presented. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02049-7
• 作为产物：
  描述：

  4-O,5-O-ditert-butyl 3-O-methyl (1S,3S,4S,5R,6R,7R)-1-[(4S,5R)-4-acetyloxy-5-methyl-3-methylidene-6-phenylhexyl]-6-[(E,4S,6S)-4,6-dimethyloct-2-enoyl]oxy-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate 在 盐酸 、 sodium hydroxide 、 sodium tetrahydroborate 、 N-羟基丁二酰亚胺 、 1-环已基-2-吗啉乙基碳二亚胺对甲苯磺酸盐 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 (1S,3R,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-3-hydroxymethyl-2,8-dioxa-bicyclo[3.2.1]octane-4,5-dicarboxylic acid 5-tert-butyl ester
  参考文献：
  名称：

  The squalestatins: Synthesis of c-4 carboxamide derivatives

  摘要：

  Synthesis of squalestatin S1 C-4 carboxamide, 2, as well as related C-4 amides and C-4 hydroxymethyl derivatives possessing a C-3 hydroxymethyl group (15 and 19) together with their SQS inhibitory activities are presented. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02049-7