(2S,4S,6R)-4-Benzyloxy-6-[(S)-4-(tert-butyl-diphenyl-silanyloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-butyl]-2-methoxy-3,3-dimethyl-2-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran | 884345-59-9

• 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: (2S,4S,6R)-4-Benzyloxy-6-[(S)-4-(tert-butyl-diphenyl-silanyloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-butyl]-2-methoxy-3,3-dimethyl-2-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran
• CAS: 884345-59-9
• 化学式: C₄₉H₇₄O₇Si₂
• 分子量: 831.293
• InChiKey: WQCURXMSMWCMJI-PYBAZVONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  58.0
• 可旋转键数：
  21.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  64.61
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2S,4S,6R)-4-Benzyloxy-6-[(S)-4-(tert-butyl-diphenyl-silanyloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-butyl]-2-methoxy-3,3-dimethyl-2-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran 在 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 、 四丁基氟化铵 、 戴斯-马丁氧化剂 作用下， 以 叔丁醇 为溶剂， 生成 (R)-4-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-3-(2-trimethylsilanyl-ethoxymethoxy)-butyric acid
  参考文献：
  名称：

  A preliminary evaluation of a metathesis approach to bryostatins

  摘要：

  Preliminary investigations into the synthesis of bryostatins using ring-closing metathesis to form the C(16)-C(17) double bond led to a synthesis of the bryostatin analogue 51; precursors 26 and 52, which possess the geminal dimethyl group at G 18, did not undergo the required ring-closing metathesis. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.01.097
• 作为产物：
  描述：

  (S)-1-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-4-(tert-butyl-diphenyl-silanyloxy)-butan-2-ol 、 2-(三甲基硅烷基)乙氧甲基氯 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以80%的产率得到(2S,4S,6R)-4-Benzyloxy-6-[(S)-4-(tert-butyl-diphenyl-silanyloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-butyl]-2-methoxy-3,3-dimethyl-2-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran
  参考文献：
  名称：

  A preliminary evaluation of a metathesis approach to bryostatins

  摘要：

  Preliminary investigations into the synthesis of bryostatins using ring-closing metathesis to form the C(16)-C(17) double bond led to a synthesis of the bryostatin analogue 51; precursors 26 and 52, which possess the geminal dimethyl group at G 18, did not undergo the required ring-closing metathesis. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.01.097