(3S,5R)-7-Benzyloxy-3-hydroxy-5-trimethylsilanyloxy-heptanoic acid ethyl ester | 309755-04-2

• 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: (3S,5R)-7-Benzyloxy-3-hydroxy-5-trimethylsilanyloxy-heptanoic acid ethyl ester
• 英文别名: ethyl (3S,5R)-3-hydroxy-7-phenylmethoxy-5-trimethylsilyloxyheptanoate
• CAS: 309755-04-2
• 化学式: C₁₉H₃₂O₅Si
• 分子量: 368.546
• InChiKey: QFEBDKAFSYHGSP-ZWKOTPCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  25
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3S,5R)-7-Benzyloxy-3-hydroxy-5-trimethylsilanyloxy-heptanoic acid ethyl ester 在 柠檬酸 作用下， 以 甲醇 为溶剂， 以95%的产率得到ethyl (3S,5R)-7-(benzyloxy)-3,5-dihydroxyheptanoate
  参考文献：
  名称：

  An effective extension of the polyacetate chain in the polyene macrolide antibiotic filipin III, based on chiral oxazaborolidinone-promoted asymmetric aldol reactions

  摘要：

  The enantioselective construction of the iterative polyacetate unit 3 in filipin III has been accomplished, essentially by an aldol strategy based on chiral oxazaborolidinone-promoted asymmetric aldol reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01289-2
• 作为产物：
  描述：

  3-苄氧基丙醛 在 2,6-二甲基吡啶 、 N-(p-toluenesulfonyl)-L-valine 、 偶氮二异丁腈 、 (R)-oxazaborolidinone derived from BH₃*THF 、 (S)-oxazaborolidinone derived from BH₃*THF 、 N-对甲苯磺酰基-D-缬氨酸 、 三正丁基氢锡 、 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 40.0h， 生成 (3S,5R)-7-Benzyloxy-3-hydroxy-5-trimethylsilanyloxy-heptanoic acid ethyl ester
  参考文献：
  名称：

  An effective extension of the polyacetate chain in the polyene macrolide antibiotic filipin III, based on chiral oxazaborolidinone-promoted asymmetric aldol reactions

  摘要：

  The enantioselective construction of the iterative polyacetate unit 3 in filipin III has been accomplished, essentially by an aldol strategy based on chiral oxazaborolidinone-promoted asymmetric aldol reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01289-2

文献信息

• An effective extension of the polyacetate chain in the polyene macrolide antibiotic filipin III, based on chiral oxazaborolidinone-promoted asymmetric aldol reactions
  作者：Syun-ichi Kiyooka、Mostofa A Hena、Tomomi Yabukami、Kazunori Murai、Fumitaka Goto

  DOI：10.1016/s0040-4039(00)01289-2

  日期：2000.9

  The enantioselective construction of the iterative polyacetate unit 3 in filipin III has been accomplished, essentially by an aldol strategy based on chiral oxazaborolidinone-promoted asymmetric aldol reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.