(3aS,6S,6aS)-6-(5-Hydroxy-pentyl)-tetrahydro-furo[3,4-d]oxazol-2-one | 866148-97-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (3aS,6S,6aS)-6-(5-Hydroxy-pentyl)-tetrahydro-furo[3,4-d]oxazol-2-one
• 英文别名: (3aS,6S,6aS)-6-(5-hydroxypentyl)-3a,4,6,6a-tetrahydro-3H-furo[3,4-d][1,3]oxazol-2-one
• CAS: 866148-97-2
• 化学式: C₁₀H₁₇NO₄
• 分子量: 215.249
• InChiKey: IQCYUUUEKVQFBW-CIUDSAMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  67.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3aS,6S,6aS)-6-(5-Hydroxy-pentyl)-tetrahydro-furo[3,4-d]oxazol-2-one 在 ruthenium trichloride sodium periodate 作用下， 以 四氯化碳 、 水 、 乙腈 为溶剂， 以70%的产率得到5-((3aS,6S,6aS)-2-Oxo-hexahydro-furo[3,4-d]oxazol-6-yl)-pentanoic acid
  参考文献：
  名称：

  Stereoselective synthesis of a novel carbamoyl oxybiotin

  摘要：

  Utilizing an L-serine derived enantiopure aminobutenolide as a chiral template, an efficient synthesis of a doubly modified novel biotin analog has been achieved. In view of the renewed interest in understanding the various biological roles of biotin, the title analog could provide some as yet unreported structure-activity relationship information on this important vitamin. (c) 2005 Elseiver Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.104
• 作为产物：
  描述：

  ((3S,3aS,6aS)-5-Hydroxy-hexahydro-furo[3,2-b]furan-3-yl)-carbamic acid benzyl ester 在 palladium on activated charcoal potassium tert-butylate 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 (3aS,6S,6aS)-6-(5-Hydroxy-pentyl)-tetrahydro-furo[3,4-d]oxazol-2-one
  参考文献：
  名称：

  Stereoselective synthesis of a novel carbamoyl oxybiotin

  摘要：

  Utilizing an L-serine derived enantiopure aminobutenolide as a chiral template, an efficient synthesis of a doubly modified novel biotin analog has been achieved. In view of the renewed interest in understanding the various biological roles of biotin, the title analog could provide some as yet unreported structure-activity relationship information on this important vitamin. (c) 2005 Elseiver Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.104

文献信息

• Stereoselective synthesis of a novel carbamoyl oxybiotin
  作者：Christina S. Stauffer、Apurba Datta

  DOI：10.1016/j.tetlet.2005.07.104

  日期：2005.9

  Utilizing an L-serine derived enantiopure aminobutenolide as a chiral template, an efficient synthesis of a doubly modified novel biotin analog has been achieved. In view of the renewed interest in understanding the various biological roles of biotin, the title analog could provide some as yet unreported structure-activity relationship information on this important vitamin. (c) 2005 Elseiver Ltd. All rights reserved.