(3aS,4R,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-1'-phenyldihydro-6H-spiro[furo[3,4-d][1,3]dioxole-4,4'-imidazolidine]-2',5'-dione | 153922-92-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3aS,4R,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-1'-phenyldihydro-6H-spiro[furo[3,4-d][1,3]dioxole-4,4'-imidazolidine]-2',5'-dione
• CAS: 153922-92-0
• 化学式: C₂₀H₂₄N₂O₇
• 分子量: 404.42
• InChiKey: GNEULVBOKNUQKS-ACEYWOQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.51
• 重原子数：
  29.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  95.56
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (3aS,4R,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-1'-phenyldihydro-6H-spiro[furo[3,4-d][1,3]dioxole-4,4'-imidazolidine]-2',5'-dione 在 三氟乙酸 作用下， 以98%的产率得到(5R,7R,8R,9S)-7-((R)-1,2-Dihydroxy-ethyl)-8,9-dihydroxy-3-phenyl-6-oxa-1,3-diaza-spiro[4.4]nonane-2,4-dione
  参考文献：
  名称：

  Anomeric spirohydantoins of mannofuranose: Approaches to novel anomeric amino acids by an oxidative ring contraction

  摘要：

  Bromine-induced oxidative ring contraction of an alpha-amino-delta-lactone gave a mixture of alpha-aminotetrahydrofurancarboxylic esters which may allow the preparation of stable amino acid derivatives at the anomeric position of mannofuranose. The synthesis of N-phenylhydantoins at the anomeric position of mannofuranose is reported.

  DOI：

  10.1016/s0040-4039(00)61745-8
• 作为产物：
  描述：

  (3aS,4R,6R,6aS)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-4-(3-phenyl-ureido)-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid methyl ester 以 甲醇 为溶剂， 以88%的产率得到(3aS,4R,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-1'-phenyldihydro-6H-spiro[furo[3,4-d][1,3]dioxole-4,4'-imidazolidine]-2',5'-dione
  参考文献：
  名称：

  Anomeric spirohydantoins of mannofuranose: Approaches to novel anomeric amino acids by an oxidative ring contraction

  摘要：

  Bromine-induced oxidative ring contraction of an alpha-amino-delta-lactone gave a mixture of alpha-aminotetrahydrofurancarboxylic esters which may allow the preparation of stable amino acid derivatives at the anomeric position of mannofuranose. The synthesis of N-phenylhydantoins at the anomeric position of mannofuranose is reported.

  DOI：

  10.1016/s0040-4039(00)61745-8