[(2S)-7-[(2R,3R,4R,5S)-4,5-dihydroxy-3-phenylmethoxyoxolan-2-yl]heptan-2-yl] benzoate | 912352-10-4

• 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: [(2S)-7-[(2R,3R,4R,5S)-4,5-dihydroxy-3-phenylmethoxyoxolan-2-yl]heptan-2-yl] benzoate
• CAS: 912352-10-4
• 化学式: C₂₅H₃₂O₆
• 分子量: 428.525
• InChiKey: BCIZIXYRARMSIV-XSPAOLSOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(2S)-7-[(2R,3R,4R,5S)-4,5-dihydroxy-3-phenylmethoxyoxolan-2-yl]heptan-2-yl] benzoate 在 高碘酸 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 1.0h， 以87%的产率得到[(2S,8R,9S)-8-formyloxy-10-oxo-9-phenylmethoxydecan-2-yl] benzoate
  参考文献：
  名称：

  Attempts directed towards the synthesis and determination of the absolute stereochemistry of iso-cladospolide-B and cladospolides-B and C

  摘要：

  Attempts to synthesise iso-cladospolide-B, cladospolide-B and cladospolide-C resulted in macrolides 1, 2 and 4 along with butenolide 3. Of the three stereogenic centres, the C-4/C-5 vic-diol was obtained from tartaric acid and D-glucose, while the C-11 stereocentre was created by Jacobsen's method. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.043
• 作为产物：
  描述：

  tert-butyl-(5-iodo-pentyloxy)-diphenyl-silane 在 platinum(IV) oxide 、 (S,S)-(salen)manganese 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 正丁基锂 、 草酰氯 、 potassium tert-butylate 、 四丁基氟化铵 、 氢气 、 溶剂黄146 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 二甲基亚砜 、 乙酸乙酯 、 甲苯 为溶剂， 反应 92.0h， 生成 [(2S)-7-[(2R,3R,4R,5S)-4,5-dihydroxy-3-phenylmethoxyoxolan-2-yl]heptan-2-yl] benzoate
  参考文献：
  名称：

  Attempts directed towards the synthesis and determination of the absolute stereochemistry of iso-cladospolide-B and cladospolides-B and C

  摘要：

  Attempts to synthesise iso-cladospolide-B, cladospolide-B and cladospolide-C resulted in macrolides 1, 2 and 4 along with butenolide 3. Of the three stereogenic centres, the C-4/C-5 vic-diol was obtained from tartaric acid and D-glucose, while the C-11 stereocentre was created by Jacobsen's method. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.043

文献信息

• Attempts directed towards the synthesis and determination of the absolute stereochemistry of iso-cladospolide-B and cladospolides-B and C
  作者：G.V.M. Sharma、J. Janardhan Reddy、K. Laxmi Reddy

  DOI：10.1016/j.tetlet.2006.07.043

  日期：2006.9

  Attempts to synthesise iso-cladospolide-B, cladospolide-B and cladospolide-C resulted in macrolides 1, 2 and 4 along with butenolide 3. Of the three stereogenic centres, the C-4/C-5 vic-diol was obtained from tartaric acid and D-glucose, while the C-11 stereocentre was created by Jacobsen's method. (c) 2006 Elsevier Ltd. All rights reserved.