Bromo-acetic acid (1S,4R)-4-(4-methoxy-phenoxy)-1-methyl-5-oxo-pentyl ester | 197907-47-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Bromo-acetic acid (1S,4R)-4-(4-methoxy-phenoxy)-1-methyl-5-oxo-pentyl ester
• 英文别名: [(2S,5R)-5-(4-methoxyphenoxy)-6-oxohexan-2-yl] 2-bromoacetate
• CAS: 197907-47-4
• 化学式: C₁₅H₁₉BrO₅
• 分子量: 359.217
• InChiKey: PCCKNVSOLGZSCC-SMDDNHRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Bromo-acetic acid (1S,4R)-4-(4-methoxy-phenoxy)-1-methyl-5-oxo-pentyl ester 在 甲酸 、 TEA 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 (E)-(4S,7S)-7-(2-Bromo-acetoxy)-4-(4-methoxy-phenoxy)-oct-2-enoic acid (1S,4R)-4-(4-methoxy-phenoxy)-1-methyl-5-oxo-pentyl ester
  参考文献：
  名称：

  A total synthesis of the (5R,8S,13R,16S)-isomer of pyrenophorol

  摘要：

  The first total synthesis of the (5R,8S,13R,16S)-isomer 3 of pyrenophorol is described using a retrosynthetic scheme based on two consecutive double bond cleavages. The title compound 3 was prepared in 14 steps with an overall yield of 4.5% starting from the key synthon 6, readily prepared from (S)-(-)-ethyl lactate. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00339-x
• 作为产物：
  描述：

  [(2S,5R)-6,6-diethoxy-5-(4-methoxyphenoxy)hexan-2-yl] 2-bromoacetate 在 甲酸 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到Bromo-acetic acid (1S,4R)-4-(4-methoxy-phenoxy)-1-methyl-5-oxo-pentyl ester
  参考文献：
  名称：

  A total synthesis of the (5R,8S,13R,16S)-isomer of pyrenophorol

  摘要：

  The first total synthesis of the (5R,8S,13R,16S)-isomer 3 of pyrenophorol is described using a retrosynthetic scheme based on two consecutive double bond cleavages. The title compound 3 was prepared in 14 steps with an overall yield of 4.5% starting from the key synthon 6, readily prepared from (S)-(-)-ethyl lactate. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00339-x