(3R,4S,5R)-4,6-dimethyl-5-phenylmethoxyheptane-1,3-diol | 760977-98-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3R,4S,5R)-4,6-dimethyl-5-phenylmethoxyheptane-1,3-diol
• CAS: 760977-98-8
• 化学式: C₁₆H₂₆O₃
• 分子量: 266.381
• InChiKey: QEHXOXZZKGGTKB-NUEKZKHPSA-N

物化性质

• 沸点：
  409.5±35.0 °C(Predicted)
• 密度：
  1.035±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R,4S,5R)-4,6-dimethyl-5-phenylmethoxyheptane-1,3-diol 在 palladium dihydroxide sodium chlorite 、 sodium dihydrogenphosphate 、 氢气 、 二甲基亚砜 、 2-碘酰基苯甲酸 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 7.0h， 生成 (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：

  endo-3-benzyloxy-endo,endo-2,4-dimethyl-8-oxabicyclo-[3.2.1]-octan-6-one 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 camphor-10-sulfonic acid 、 碳酸氢钠 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 22.0h， 生成 (3R,4S,5R)-4,6-dimethyl-5-phenylmethoxyheptane-1,3-diol
  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

• Stereoconvergent synthesis of C1–C17 and C18–C25 fragments of bafilomycin A1
  作者：J.S. Yadav、K. Bhaskar Reddy、G. Sabitha

  DOI：10.1016/j.tet.2007.11.091

  日期：2008.2

  The effective syntheses of the enantiomerically pure C(1)-C(17) and C(18)-C(25) fragments as promising synthetic intermediates of bafilomycin A(1), I have been achieved. (C) 2007 Published by Elsevier Ltd.
• 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.