(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 | 884345-58-8

• 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: (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
• 英文别名: (2S)-4-[tert-butyl(diphenyl)silyl]oxy-1-[(2R,4S,6S)-6-[[(2S,6R)-6-ethenyloxan-2-yl]methyl]-6-methoxy-5,5-dimethyl-4-phenylmethoxyoxan-2-yl]butan-2-ol
• CAS: 884345-58-8
• 化学式: C₄₃H₆₀O₆Si
• 分子量: 701.031
• InChiKey: OUWYOCMDZZKFIY-JOLRCHPNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.96
• 重原子数：
  50
• 可旋转键数：
  16
• 环数：
  5.0
• 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：

  (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 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 戴斯-马丁氧化剂 、 N,N-二异丙基乙胺 作用下， 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)-butyraldehyde
  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)-4-Benzyloxy-5-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3,3-dimethyl-1-((2S,6R)-6-vinyl-tetrahydro-pyran-2-yl)-pentan-2-one 、 原甲酸三甲酯 在 4-甲基苯磺酸吡啶 作用下， 以 甲醇 为溶剂， 以86%的产率得到(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
  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

文献信息

• A preliminary evaluation of a metathesis approach to bryostatins
  作者：Matthew Ball、Benjamin J. Bradshaw、Raphaël Dumeunier、Thomas J. Gregson、Somhairle MacCormick、Hiroki Omori、Eric J. Thomas

  DOI：10.1016/j.tetlet.2006.01.097

  日期：2006.3

  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.