methyl (3R,4S,5R)-3-hydroxy-4,6-dimethyl-5-phenylmethoxyheptanoate | 760978-00-5

• 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: methyl (3R,4S,5R)-3-hydroxy-4,6-dimethyl-5-phenylmethoxyheptanoate
• CAS: 760978-00-5
• 化学式: C₁₇H₂₆O₄
• 分子量: 294.391
• InChiKey: FJKSAUYAEXZZHW-YSVLISHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  9
• 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：

  methyl (3R,4S,5R)-3-hydroxy-4,6-dimethyl-5-phenylmethoxyheptanoate 在 palladium dihydroxide 氢气 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以93%的产率得到(4R,5S,6R)-4-羟基-6-异丙基-5-甲基四氢-2H-吡喃-2-酮
  参考文献：
  名称：

  An efficient synthesis of (+)-prelactone B

  摘要：

  An enantioselective synthesis of (+)-prelactone B1 has been achieved on a multigrain scale starting from a known bicyclic precursor 2. The key feature of the strategy is the generation of 3-stereogenic centres from a single bicyclic precursor, which has been utilized as a chiral building block for the synthesis of various natural products. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.121
• 作为产物：
  描述：

  (3R,4S,5R)-4,6-dimethyl-5-phenylmethoxyheptane-1,3-diol 在 sodium chlorite 、 sodium dihydrogenphosphate 、 二甲基亚砜 、 2-碘酰基苯甲酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 6.0h， 生成 methyl (3R,4S,5R)-3-hydroxy-4,6-dimethyl-5-phenylmethoxyheptanoate
  参考文献：
  名称：

  An efficient synthesis of (+)-prelactone B

  摘要：

  An enantioselective synthesis of (+)-prelactone B1 has been achieved on a multigrain scale starting from a known bicyclic precursor 2. The key feature of the strategy is the generation of 3-stereogenic centres from a single bicyclic precursor, which has been utilized as a chiral building block for the synthesis of various natural products. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.121

文献信息

• An efficient synthesis of (+)-prelactone B
  作者：J.S. Yadav、K. Bhaskar Reddy、G. Sabitha

  DOI：10.1016/j.tetlet.2004.06.121

  日期：2004.8

  An enantioselective synthesis of (+)-prelactone B1 has been achieved on a multigrain scale starting from a known bicyclic precursor 2. The key feature of the strategy is the generation of 3-stereogenic centres from a single bicyclic precursor, which has been utilized as a chiral building block for the synthesis of various natural products. (C) 2004 Elsevier Ltd. All rights reserved.