(2S,3R)-2-(benzyloxy)-3-hydroxybutanal | 1082975-58-3

• 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,3R)-2-(benzyloxy)-3-hydroxybutanal
• 英文别名: (2S,3R)-3-hydroxy-2-phenylmethoxybutanal
• CAS: 1082975-58-3
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: BGDPVFISGNAUIC-MWLCHTKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S,3R)-2-(benzyloxy)-3-hydroxybutanal 、 甲氧羰基亚甲基三苯基正膦 以 苯 为溶剂， 反应 5.0h， 以2 g的产率得到methyl (4R,5R,E)-4-(benzyloxy)-5-hydroxyhex-2-enoate
  参考文献：
  名称：

  Stereoselective total synthesis of ophiocerin D from d-xylose

  摘要：

  A stereoselective total synthesis of ophiocerin D is reported by a combination of a 'chiron' approach and an asymmetric synthesis, from D-Xylose. Of the four stereogenic centers, the vic diols C3/C4 and C5/C6 were obtained by Sharpless asymmetric dihydroxylation and from D-Xylose, respectively. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.08.016
• 作为产物：
  描述：

  (3R,4R,5R)-4-(benzyloxy)-5-methyltetrahydro-2,3-furandiol 在 过碘酸 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 2.0h， 生成 (2S,3R)-2-(benzyloxy)-3-hydroxybutanal
  参考文献：
  名称：

  Stereoselective total synthesis of ophiocerin D from d-xylose

  摘要：

  A stereoselective total synthesis of ophiocerin D is reported by a combination of a 'chiron' approach and an asymmetric synthesis, from D-Xylose. Of the four stereogenic centers, the vic diols C3/C4 and C5/C6 were obtained by Sharpless asymmetric dihydroxylation and from D-Xylose, respectively. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.08.016

文献信息

• First stereoselective total synthesis of stagonolide G
  作者：P. Srihari、B. Kumaraswamy、Dinesh C. Bhunia、J.S. Yadav

  DOI：10.1016/j.tetlet.2010.03.102

  日期：2010.5

  First stereoselective total synthesis of nonenolide stagonolide G involving a convergent strategy is described. The key reactions include Keck allylation and Grubbs ring closing metathesis reaction.

  描述了涉及收敛策略的壬烯醇内酯Stagonolide G的第一个立体选择性全合成。关键反应包括Keck烯丙基化反应和Grubbs闭环易位反应。
• Stereoselective total synthesis of ophiocerin D from d-xylose
  作者：Gangavaram V.M. Sharma、Krishna Damera

  DOI：10.1016/j.tetasy.2008.08.016

  日期：2008.9

  A stereoselective total synthesis of ophiocerin D is reported by a combination of a 'chiron' approach and an asymmetric synthesis, from D-Xylose. Of the four stereogenic centers, the vic diols C3/C4 and C5/C6 were obtained by Sharpless asymmetric dihydroxylation and from D-Xylose, respectively. (C) 2008 Elsevier Ltd. All rights reserved.