(R)-3-Allyl-4-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-oxazolidin-2-one | 848909-12-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-3-Allyl-4-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-oxazolidin-2-one
• CAS: 848909-12-6
• 化学式: C₁₃H₁₉NO₄
• 分子量: 253.298
• InChiKey: YODVZCNBHZEMMP-GMTAPVOTSA-N

物化性质

• 沸点：
  402.9±45.0 °C(Predicted)
• 密度：
  1.150±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  48.0
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (R)-3-Allyl-4-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-oxazolidin-2-one 在 Grubbs catalyst first generation 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 (3aS,3bS,4aS,8aR,8bR)-2,2-Dimethyl-hexahydro-1,3,4,7-tetraoxa-5a-aza-cyclopenta[e]cyclopropa[g]azulen-6-one
  参考文献：
  名称：

  New 1-amino-1-deoxy- and 2-amino-2-deoxy-polyhydroxyazepanes: synthesis and inhibition of glycosidases

  摘要：

  Eight new seven-membered ring iminoalditols, displaying an amino group and a hydroxymethyl group on the ring, have been synthesized from D-arabinose via epoxidation of a protected azacycloheptene and subsequent nucleophilic opening. Three of them show a potent glycosidase inhibition on amyloglucosidase and, to a lesser extend, on alpha-L-fucosidase. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.12.005
• 作为产物：
  描述：

  Allyl-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-ethyl]-carbamic acid benzyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以99%的产率得到(R)-3-Allyl-4-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-oxazolidin-2-one
  参考文献：
  名称：

  New 1-amino-1-deoxy- and 2-amino-2-deoxy-polyhydroxyazepanes: synthesis and inhibition of glycosidases

  摘要：

  Eight new seven-membered ring iminoalditols, displaying an amino group and a hydroxymethyl group on the ring, have been synthesized from D-arabinose via epoxidation of a protected azacycloheptene and subsequent nucleophilic opening. Three of them show a potent glycosidase inhibition on amyloglucosidase and, to a lesser extend, on alpha-L-fucosidase. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.12.005