1-[(2S,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]prop-2-enyl 2,4-dichlorobenzoate | 198060-31-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[(2S,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]prop-2-enyl 2,4-dichlorobenzoate
• CAS: 198060-31-0
• 化学式: C₄₄H₄₂Cl₂O₇
• 分子量: 753.719
• InChiKey: MOLDQRFOQFGBBS-OFLBGDFTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  53
• 可旋转键数：
  18
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  sodiodimethylmalonate 、 1-[(2S,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]prop-2-enyl 2,4-dichlorobenzoate 在 Pd(dppe) 作用下， 生成 2-[(E)-3-((2S,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-allyl]-malonic acid dimethyl ester
  参考文献：
  名称：

  A Pd(0)-catalyzed route to functionalized β-C-glycosides from β-C-glycosylaldehydes

  摘要：

  C-glycosides are synthesized in five steps starting from beta-C-glycosylaldehydes 1 and 2. The key step is a Pd(0)-catalyzed alkylation that leads regio and stereoselectively to exotic compounds by formation of C-C and C-N bonds. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10067-3
• 作为产物：
  描述：

  在 喹啉 、 palladium, 5% on calcium carbonate, poisoned with lead 吡啶 、 氢气 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 1-[(2S,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]prop-2-enyl 2,4-dichlorobenzoate
  参考文献：
  名称：

  A Pd(0)-catalyzed route to functionalized β-C-glycosides from β-C-glycosylaldehydes

  摘要：

  C-glycosides are synthesized in five steps starting from beta-C-glycosylaldehydes 1 and 2. The key step is a Pd(0)-catalyzed alkylation that leads regio and stereoselectively to exotic compounds by formation of C-C and C-N bonds. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10067-3

文献信息

• A Pd(0)-catalyzed route to functionalized β-C-glycosides from β-C-glycosylaldehydes
  作者：Veronique Michelet、Jean-Pierre Genêt、Gilles Dujardin

  DOI：10.1016/s0040-4039(97)10067-3

  日期：1997.11

  C-glycosides are synthesized in five steps starting from beta-C-glycosylaldehydes 1 and 2. The key step is a Pd(0)-catalyzed alkylation that leads regio and stereoselectively to exotic compounds by formation of C-C and C-N bonds. (C) 1997 Published by Elsevier Science Ltd.