1-[(2R,4S,6S)-4-[(2-methylpropan-2-yl)oxy]-6-(phenylmethoxymethyl)oxan-2-yl]prop-2-enyl 2,4-dichlorobenzoate | 198060-35-4

• 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: 1-[(2R,4S,6S)-4-[(2-methylpropan-2-yl)oxy]-6-(phenylmethoxymethyl)oxan-2-yl]prop-2-enyl 2,4-dichlorobenzoate
• CAS: 198060-35-4
• 化学式: C₂₇H₃₂Cl₂O₅
• 分子量: 507.454
• InChiKey: WJFWEKGUOXJQDP-AAXRKXIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  sodiodimethylmalonate 、 1-[(2R,4S,6S)-4-[(2-methylpropan-2-yl)oxy]-6-(phenylmethoxymethyl)oxan-2-yl]prop-2-enyl 2,4-dichlorobenzoate 在 bis[1,2-bis(diphenylphosphino)ethane]palladium(0) 作用下， 生成 2-[(E)-3-((2R,4R,6S)-6-Benzyloxymethyl-4-tert-butoxy-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：

  [6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-D-gluco-β-C-pyranosyl]-carbaldehyde 在 喹啉 、 palladium, 5% on calcium carbonate, poisoned with lead 吡啶 、 氢气 、 potassium carbonate 、 magnesium bromide 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 1-[(2R,4S,6S)-4-[(2-methylpropan-2-yl)oxy]-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.