(3R)-4-phenylmethoxy-3-triethylsilyloxybutanoic acid | 1449216-09-4

• 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: (3R)-4-phenylmethoxy-3-triethylsilyloxybutanoic acid
• CAS: 1449216-09-4
• 化学式: C₁₇H₂₈O₄Si
• 分子量: 324.492
• InChiKey: UNALRKCZNXLWBA-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3R)-4-phenylmethoxy-3-triethylsilyloxybutanoic acid 在 吡啶 、 potassium permanganate 、 sodium periodate 、 四丙基高钌酸铵 、 2,4,6-三氯苯甲酰氯 、 氟化氢吡啶 、 N-甲基吗啉氧化物 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 、 叔丁醇 为溶剂， 反应 24.67h， 生成
  参考文献：
  名称：

  Synthesis of Antineoplastic Analogs of Aplysiatoxin with Various Side Chain Structures

  摘要：

  We have recently developed a simplified analog of aplysiatoxin with anti-proliferative activity (1). To investigate the structure activity relationship of its side chain, an alternative synthetic route of 1 has been established. Via the key intermediate 6, p-hydroxyl or o,m-dihydroxyl derivatives (4 and 5) as well as 1 were synthesized and their biological activities were evaluated. Although the position of the hydroxyl group in the benzene ring did not change the affinity for protein kinase C isozymes or the ability to induce the Epstein-Barr virus early antigen, anti-proliferative activities against several human cancer cell lines of 1 were superior to those of 4.

  DOI：

  10.3987/com-12-s(n)8

文献信息

• Synthesis of Antineoplastic Analogs of Aplysiatoxin with Various Side Chain Structures
  作者：Kazuhiro Irie、Ryo C. Yanagita、Harukuni Tokuda、Nobutaka Suzuki、Yuki Shu

  DOI：10.3987/com-12-s(n)8

  日期：——

  We have recently developed a simplified analog of aplysiatoxin with anti-proliferative activity (1). To investigate the structure activity relationship of its side chain, an alternative synthetic route of 1 has been established. Via the key intermediate 6, p-hydroxyl or o,m-dihydroxyl derivatives (4 and 5) as well as 1 were synthesized and their biological activities were evaluated. Although the position of the hydroxyl group in the benzene ring did not change the affinity for protein kinase C isozymes or the ability to induce the Epstein-Barr virus early antigen, anti-proliferative activities against several human cancer cell lines of 1 were superior to those of 4.