Diphenyl-bis-[(S)-1-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-allyloxy]-silane | 286466-53-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Diphenyl-bis-[(S)-1-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-allyloxy]-silane
• 英文别名: bis[(1S)-1-[(2S,3S,4S,5R,6S)-6-methoxy-3,4,5-tris(phenylmethoxy)oxan-2-yl]prop-2-enoxy]-diphenylsilane
• CAS: 286466-53-3
• 化学式: C₇₂H₇₆O₁₂Si
• 分子量: 1161.47
• InChiKey: FPMASIUCZNXNHT-GNKMQIGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.64
• 重原子数：
  85
• 可旋转键数：
  30
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  Diphenyl-bis-[(S)-1-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-allyloxy]-silane 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以31%的产率得到(4S,7S)-2,2-Diphenyl-4,7-bis-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-4,7-dihydro-[1,3,2]dioxasilepine
  参考文献：
  名称：

  Ring-closing metathesis as a new strategy for the C–C coupling of monosaccharide derivatives via silicon tethering

  摘要：

  Suitable carbohydrate-derived terminal olefins have been coupled by ring-closing metathesis reaction following a silicon tethering strategy, generating very long contiguous chains of carbon atoms each equipped with specific stereochemistry and functionality. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00504-2
• 作为产物：
  描述：

  methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside 在 2,6-二甲基吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成 Diphenyl-bis-[(S)-1-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-allyloxy]-silane
  参考文献：
  名称：

  Ring-closing metathesis as a new strategy for the C–C coupling of monosaccharide derivatives via silicon tethering

  摘要：

  Suitable carbohydrate-derived terminal olefins have been coupled by ring-closing metathesis reaction following a silicon tethering strategy, generating very long contiguous chains of carbon atoms each equipped with specific stereochemistry and functionality. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00504-2

文献信息

• Ring-closing metathesis as a new strategy for the C–C coupling of monosaccharide derivatives via silicon tethering
  作者：Michael Lobbel、Peter Köll

  DOI：10.1016/s0957-4166(99)00504-2

  日期：2000.2

  Suitable carbohydrate-derived terminal olefins have been coupled by ring-closing metathesis reaction following a silicon tethering strategy, generating very long contiguous chains of carbon atoms each equipped with specific stereochemistry and functionality. (C) 2000 Elsevier Science Ltd. All rights reserved.