(E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol | 346708-27-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol
• 英文别名: (E,2R,3S,6R)-1-[tert-butyl(dimethyl)silyl]oxy-7-[tert-butyl(diphenyl)silyl]oxy-2-[(2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl]-4,6-dimethylhept-4-en-3-ol
• CAS: 346708-27-8
• 化学式: C₄₃H₆₄O₆Si₂
• 分子量: 733.149
• InChiKey: BJAHJFBLQOKSQL-LXXDFYOESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  51
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol 在 吡啶 、 咪唑 、 potassium tert-butylate 、 四丁基氟化铵 、 二异丁基氢化铝 、 戴斯-马丁氧化剂 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (6E,9Z)-(2S,3R,4S,5S,8S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,6,8-trimethyl-5-triethylsilanyloxy-undeca-6,9-dienal
  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：

  (2R)-5-(tert-butyldimethylsilyloxy)-1-(p-methoxybenzyloxy)-2-methylpentane-3-one 在 sodium tetrahydroborate 、 二乙基甲氧基硼烷 、 氯代二环己基硼烷 、 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 生成 (E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol
  参考文献：
  名称：

  Synthetic studies towards the total synthesis of tedanolide: formation of the C(13)–C(23) fragment

  摘要：

  The C(13)C(23) subunit of tedanolide was obtained using a boron-mediated aldol reaction as the key step to control the C-16, and C-17, stereocenters. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00401-4

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.
• Synthetic studies towards the total synthesis of tedanolide: formation of the C(13)–C(23) fragment
  作者：Teck-Peng Loh、Li-Chun Feng

  DOI：10.1016/s0040-4039(01)00401-4

  日期：2001.4

  The C(13)C(23) subunit of tedanolide was obtained using a boron-mediated aldol reaction as the key step to control the C-16, and C-17, stereocenters. (C) 2001 Elsevier Science Ltd. All rights reserved.