2-trimethylsilylethyl 2-[[(2Z,5Z)-6-[[(2E,4E,6S,7S,8R,9S,10E)-7,9-dimethoxy-3,6,8-trimethyl-11-phenylundeca-2,4,10-trienoyl]-(2-trimethylsilylethoxycarbonyl)amino]hexa-2,5-dienoyl]amino]acetate | 1036939-11-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-trimethylsilylethyl 2-[[(2Z,5Z)-6-[[(2E,4E,6S,7S,8R,9S,10E)-7,9-dimethoxy-3,6,8-trimethyl-11-phenylundeca-2,4,10-trienoyl]-(2-trimethylsilylethoxycarbonyl)amino]hexa-2,5-dienoyl]amino]acetate
• CAS: 1036939-11-3
• 化学式: C₄₁H₆₄N₂O₈Si₂
• 分子量: 769.139
• InChiKey: DLROVLPYTPSGFC-JURJADCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.27
• 重原子数：
  53
• 可旋转键数：
  24
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-trimethylsilylethyl 2-[[(2Z,5Z)-6-[[(2E,4E,6S,7S,8R,9S,10E)-7,9-dimethoxy-3,6,8-trimethyl-11-phenylundeca-2,4,10-trienoyl]-(2-trimethylsilylethoxycarbonyl)amino]hexa-2,5-dienoyl]amino]acetate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以68%的产率得到(+)-crocacin B
  参考文献：
  名称：

  Asymmetric total synthesis of the myxobacteria metabolites crocacins A–D

  摘要：

  The total syntheses of crocacins A-D are described. The key steps were a syn-aldol reaction followed by anti-reduction to secure the stereo-tetrad and acylation of an ene- or dienecarbamate to form the enamide. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.139
• 作为产物：
  描述：

  glycine 2-trimethylsilylethyl ester 、 (2Z,5Z)-6-[((2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-hexa-2,5-dienoic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以28%的产率得到2-trimethylsilylethyl 2-[[(3E,5Z)-6-[[(2E,4E,6S,7S,8R,9S,10E)-7,9-dimethoxy-3,6,8-trimethyl-11-phenylundeca-2,4,10-trienoyl]-(2-trimethylsilylethoxycarbonyl)amino]hexa-3,5-dienoyl]amino]acetate
  参考文献：
  名称：

  Asymmetric total synthesis of the myxobacteria metabolites crocacins A–D

  摘要：

  The total syntheses of crocacins A-D are described. The key steps were a syn-aldol reaction followed by anti-reduction to secure the stereo-tetrad and acylation of an ene- or dienecarbamate to form the enamide. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.139

文献信息

• Asymmetric total synthesis of the myxobacteria metabolites crocacins A–D
  作者：John T. Feutrill、Michael J. Lilly、Jonathan M. White、Mark A. Rizzacasa

  DOI：10.1016/j.tet.2008.01.139

  日期：2008.5

  The total syntheses of crocacins A-D are described. The key steps were a syn-aldol reaction followed by anti-reduction to secure the stereo-tetrad and acylation of an ene- or dienecarbamate to form the enamide. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.