(3S,5S)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-5-(tert-butyldimethylsilyloxy)-7-(4-(tert-butyldimethylsilyloxy)phenyl)-3-hydroxyheptan-1-one | 1068608-46-7

• 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,5S)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-5-(tert-butyldimethylsilyloxy)-7-(4-(tert-butyldimethylsilyloxy)phenyl)-3-hydroxyheptan-1-one
• 英文别名: (3S,5S)-1-[(4S)-4-benzyl-2-sulfanylidene-1,3-thiazolidin-3-yl]-5-[tert-butyl(dimethyl)silyl]oxy-7-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-3-hydroxyheptan-1-one
• CAS: 1068608-46-7
• 化学式: C₃₅H₅₅NO₄S₂Si₂
• 分子量: 674.129
• InChiKey: GJAOJHNHSAQRAT-QMOZSOIISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.01
• 重原子数：
  44
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3S,5S)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-5-(tert-butyldimethylsilyloxy)-7-(4-(tert-butyldimethylsilyloxy)phenyl)-3-hydroxyheptan-1-one 、 氯甲基甲基醚 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以76%的产率得到(3S,5S)-1-[(4S)-4-benzyl-2-sulfanylidene-1,3-thiazolidin-3-yl]-5-[tert-butyl(dimethyl)silyl]oxy-7-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-3-(methoxymethoxy)heptan-1-one
  参考文献：
  名称：

  First stereoselective total synthesis of (+)-dodoneine

  摘要：

  The first stereoselective total synthesis of the natural product (+)-dodoneine is described involving a Crimmins aldol reaction and a Horner-Wadsworth-Emmons olefination as the key steps. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.027
• 作为产物：
  描述：

  (S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]pentanal 、 (4S)-3-乙酰基-4-苄基噻唑烷-2-硫酮 在 titanium chloride 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以68%的产率得到(3S,5S)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-5-(tert-butyldimethylsilyloxy)-7-(4-(tert-butyldimethylsilyloxy)phenyl)-3-hydroxyheptan-1-one
  参考文献：
  名称：

  First stereoselective total synthesis of (+)-dodoneine

  摘要：

  The first stereoselective total synthesis of the natural product (+)-dodoneine is described involving a Crimmins aldol reaction and a Horner-Wadsworth-Emmons olefination as the key steps. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.027

文献信息

• First stereoselective total synthesis of (+)-dodoneine
  作者：P. Srihari、G. Rajendar、R. Srinivasa Rao、J.S. Yadav

  DOI：10.1016/j.tetlet.2008.07.027

  日期：2008.9

  The first stereoselective total synthesis of the natural product (+)-dodoneine is described involving a Crimmins aldol reaction and a Horner-Wadsworth-Emmons olefination as the key steps. (C) 2008 Elsevier Ltd. All rights reserved.