4-allyl-5,9-anhydro-2,3,4-trideoxy-6,7,8,10-tetra-O-methyl-D-glycero-D-galacto-decitol | 1057653-74-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-allyl-5,9-anhydro-2,3,4-trideoxy-6,7,8,10-tetra-O-methyl-D-glycero-D-galacto-decitol
• CAS: 1057653-74-3
• 化学式: C₁₇H₃₂O₆
• 分子量: 332.437
• InChiKey: SZELEXDFJXUCPL-NOVYPJJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.41
• 重原子数：
  23.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  66.38
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2,6-anhydro-7,8,9-trideoxy-1,3,4,5-tetra-O-methyl-10-O-N-phthalimido-D-glycero-D-manno-decitol 、 烯丙基三丁基锡 在 偶氮二异丁腈 作用下， 以 苯 为溶剂， 以35%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