(5R)-tert-butyl-5-hydroxy-7-(4-methoxy-benzyloxy)-3-oxoheptanoate | 474745-92-1

• 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: (5R)-tert-butyl-5-hydroxy-7-(4-methoxy-benzyloxy)-3-oxoheptanoate
• 英文别名: tert-butyl (5R)-5-hydroxy-7-[(4-methoxyphenyl)methoxy]-3-oxoheptanoate
• CAS: 474745-92-1
• 化学式: C₁₉H₂₈O₆
• 分子量: 352.428
• InChiKey: BDZQYHQNIJOHID-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (5R)-tert-butyl-5-hydroxy-7-(4-methoxy-benzyloxy)-3-oxoheptanoate 在 4-二甲氨基吡啶 、 三乙胺 、 tetramethylammonium triacetoxyborohydride 作用下， 以 二氯甲烷 、 溶剂黄146 、 乙腈 为溶剂， 反应 66.0h， 生成 (3R,5R)-tert-butyl-3,5-bis(tert-butyldimethylsilanyloxy)-7-[(4-methoxybenzyl)oxy]-heptanoate
  参考文献：
  名称：

  Diastereoselective Synthesis of the C(17)−C(28) Fragment (The C−D Spiroketal Unit) of Spongistatin 1 (Altohyrtin A) via a Kinetically Controlled Iodo-Spiroketalization Reaction

  摘要：

  [GRAPHIC]A convergent and stereocontrolled synthesis of spiroketal 15 corresponding to the C-D fragment of spongistatin 1 has been accomplished by a sequence utilizing a kinetically controlled intramolecular iodo-spiroketalization of glycal 2, which in turn was synthesized via a ring-closing metathesis reaction.

  DOI：

  10.1021/ol0266875
• 作为产物：
  描述：

  5-(4-methoxybenzyloxy)-3-oxopentanoic acid methyl ester 在 RuCl₂[(R)-BINAP] 正丁基锂 、 氢气 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， -40.0~23.0 ℃ 、10.13 MPa 条件下， 反应 74.0h， 生成 (5R)-tert-butyl-5-hydroxy-7-(4-methoxy-benzyloxy)-3-oxoheptanoate
  参考文献：
  名称：

  Diastereoselective Synthesis of the C(17)−C(28) Fragment (The C−D Spiroketal Unit) of Spongistatin 1 (Altohyrtin A) via a Kinetically Controlled Iodo-Spiroketalization Reaction

  摘要：

  [GRAPHIC]A convergent and stereocontrolled synthesis of spiroketal 15 corresponding to the C-D fragment of spongistatin 1 has been accomplished by a sequence utilizing a kinetically controlled intramolecular iodo-spiroketalization of glycal 2, which in turn was synthesized via a ring-closing metathesis reaction.

  DOI：

  10.1021/ol0266875

文献信息

• Diastereoselective Synthesis of the C(17)−C(28) Fragment (The C−D Spiroketal Unit) of Spongistatin 1 (Altohyrtin A) via a Kinetically Controlled Iodo-Spiroketalization Reaction
  作者：Edward B. Holson、William R. Roush

  DOI：10.1021/ol0266875

  日期：2002.10.1

  [GRAPHIC]A convergent and stereocontrolled synthesis of spiroketal 15 corresponding to the C-D fragment of spongistatin 1 has been accomplished by a sequence utilizing a kinetically controlled intramolecular iodo-spiroketalization of glycal 2, which in turn was synthesized via a ring-closing metathesis reaction.