(1S,3S,4S,5R,6R,7R)-7-Acetoxy-1-((4S,5R)-4-acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

• 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,3S,4S,5R,6R,7R)-7-Acetoxy-1-((4S,5R)-4-acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
• 英文别名: (1S,3S,4S,5R,6R,7R)-7-acetyloxy-1-[(4S,5R)-4-acetyloxy-5-methyl-3-methylidene-6-phenylhexyl]-6-[(E,4S,6S)-4,6-dimethyloct-2-enoyl]oxy-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
• 化学式: C₃₇H₄₈O₁₅
• 分子量: 732.779
• InChiKey: BLLBSNJKVCZQHN-AJPRYCMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  52
• 可旋转键数：
  21
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  230
• 氢给体数：
  4
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  (1S,3S,4S,5R,6R,7R)-4,7-Diacetoxy-1-((4S,5R)-4-acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid 3,5-di-tert-butyl ester 在 盐酸 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 (1S,3S,4S,5R,6R,7R)-7-Acetoxy-1-((4S,5R)-4-acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic 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

文献信息

• The squalestatins: Synthesis of c-4 carboxamide derivatives
  作者：Chuen Chan、Jan J Scicinski、Anton Rp Srikantha、Nigel S Watson

  DOI：10.1016/s0040-4039(96)02049-7

  日期：1996.12

  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