5-allyl-5,9-anhydro-2,3,4-trideoxy-6,7,8,10-tetra-O-methyl-D-glycero-D-galacto-decitol | 1057653-73-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-allyl-5,9-anhydro-2,3,4-trideoxy-6,7,8,10-tetra-O-methyl-D-glycero-D-galacto-decitol
• 英文别名: 4-[(2R,3S,4S,5R,6R)-3,4,5-trimethoxy-6-(methoxymethyl)-2-prop-2-enyloxan-2-yl]butan-1-ol
• CAS: 1057653-73-2
• 化学式: C₁₇H₃₂O₆
• 分子量: 332.437
• InChiKey: KZNVDINECPFBTI-NRKLIOEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-[4-[(2S,3R,4R,5R,6R)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]butoxy]isoindole-1,3-dione 、 烯丙基三丁基锡 在 偶氮二异丁腈 作用下， 以 苯 为溶剂， 以58%的产率得到5-allyl-5,9-anhydro-2,3,4-trideoxy-6,7,8,10-tetra-O-methyl-D-glycero-D-galacto-decitol
  参考文献：
  名称：

  Stereoselective synthesis of C-ketosides by sequential intramolecular hydrogen atom transfer–intermolecular allylation reaction

  摘要：

  A tandem 1,5 or 1,6 hydrogen atom transfer (HAT)-radical allylation using carbohydrate models is described. The HAT reaction generated a C-glycos-1-yl radical intermediate, which added to allyltri-n-butyltin with high diastereoselectivity, to give C-ketosides with the quaternary carbon carrying two differently functionalized tethers. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.070

文献信息

• Stereoselective synthesis of C-ketosides by sequential intramolecular hydrogen atom transfer–intermolecular allylation reaction
  作者：Angeles Martín、Inés Pérez-Martín、Luis M. Quintanal、Ernesto Suárez

  DOI：10.1016/j.tetlet.2008.06.070

  日期：2008.8

  A tandem 1,5 or 1,6 hydrogen atom transfer (HAT)-radical allylation using carbohydrate models is described. The HAT reaction generated a C-glycos-1-yl radical intermediate, which added to allyltri-n-butyltin with high diastereoselectivity, to give C-ketosides with the quaternary carbon carrying two differently functionalized tethers. (C) 2008 Elsevier Ltd. All rights reserved.