(E)-(2R,3S,4S,6R,7R,10S)-2-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-3-methoxy-11-(4-methoxy-benzyloxy)-4,6,8,10-tetramethyl-5-oxo-dodec-8-enoic acid tert-butyl ester | 903558-92-9

• 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: (E)-(2R,3S,4S,6R,7R,10S)-2-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-3-methoxy-11-(4-methoxy-benzyloxy)-4,6,8,10-tetramethyl-5-oxo-dodec-8-enoic acid tert-butyl ester
• 英文别名: tert-butyl (E,2R,3S,4S,6R,7R,10S)-2-[tert-butyl(dimethyl)silyl]oxy-7-hydroxy-3-methoxy-11-[(4-methoxyphenyl)methoxy]-4,6,8,10-tetramethyl-5-oxododec-8-enoate
• CAS: 903558-92-9
• 化学式: C₃₅H₆₀O₈Si
• 分子量: 636.942
• InChiKey: YPXJWSMFVBJDJQ-IEXXEQNMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.13
• 重原子数：
  44
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (E)-(2R,3S,4S,6R,7R,10S)-2-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-3-methoxy-11-(4-methoxy-benzyloxy)-4,6,8,10-tetramethyl-5-oxo-dodec-8-enoic acid tert-butyl ester 在 2,6-二甲基吡啶 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-(2R,3S,4S,6R,7R,10S)-2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-11-hydroxy-3-methoxy-4,6,8,10-tetramethyl-5-oxo-dodec-8-enoic acid tert-butyl ester
  参考文献：
  名称：

  Synthetic studies toward the total synthesis of tedanolide: assembly of the C1–C23 carbon backbone

  摘要：

  A stereoselective assembly of the C1-C23 fragment representing the carbon backbone of tedanolide was accomplished utilizing a chiral boron reagent to effect the aldol coupling of the C1-C12 diketoester fragment with the C13-C23 aldehyde fragment. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.044
• 作为产物：
  描述：

  (E)-(S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-hex-2-enoic acid methyl ester 在 吡啶 、 三氟甲磺酸二丁硼 、 二异丁基氢化铝 、 戴斯-马丁氧化剂 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-(2R,3S,4S,6R,7R,10S)-2-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-3-methoxy-11-(4-methoxy-benzyloxy)-4,6,8,10-tetramethyl-5-oxo-dodec-8-enoic acid tert-butyl ester
  参考文献：
  名称：

  Synthetic studies toward the total synthesis of tedanolide: assembly of the C1–C23 carbon backbone

  摘要：

  A stereoselective assembly of the C1-C23 fragment representing the carbon backbone of tedanolide was accomplished utilizing a chiral boron reagent to effect the aldol coupling of the C1-C12 diketoester fragment with the C13-C23 aldehyde fragment. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.044

文献信息

• Synthetic studies toward the total synthesis of tedanolide: assembly of the C1–C23 carbon backbone
  作者：Chek-Ming Wong、Teck-Peng Loh

  DOI：10.1016/j.tetlet.2006.04.044

  日期：2006.6

  A stereoselective assembly of the C1-C23 fragment representing the carbon backbone of tedanolide was accomplished utilizing a chiral boron reagent to effect the aldol coupling of the C1-C12 diketoester fragment with the C13-C23 aldehyde fragment. (c) 2006 Elsevier Ltd. All rights reserved.