[2-(13)C]-4-hydroxy-7-methoxy-2-methoxymethoxy-2H-1,4-benzoxazin-3(4H)-one | 415724-90-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: [2-(13)C]-4-hydroxy-7-methoxy-2-methoxymethoxy-2H-1,4-benzoxazin-3(4H)-one
• 英文别名: 4-Hydroxy-7-methoxy-2-(methoxymethoxy)-1,4-benzoxazin-3-one
• CAS: 415724-90-2
• 化学式: C₁₁H₁₃NO₆
• 分子量: 256.216
• InChiKey: GXHFWYQCFKNOKT-KHWBWMQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  77.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [2-(13)C]-4-hydroxy-7-methoxy-2-methoxymethoxy-2H-1,4-benzoxazin-3(4H)-one 在 三氯化硼 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以81%的产率得到[2-(13)C]-2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one
  参考文献：
  名称：

  A Mechanistic Dehydration Study with [2-¹³C]-DIMBOA

  摘要：

  Dehydration of a 2-C-13-labeled synthetic sample of the natural aglucone 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one ([2-C-13]-DIMBOA, 10) using N-ethoxycarbonyltrichloroacetaldimine led to 3-formyl-6-methoxybenzoxazolin-2(3H)-one (C-13-labeled FMBOA, 11) with complete transfer of the C-13 label into the -CHO group. On the basis of this finding, a mechanism for the dehydration is proposed.

  DOI：

  10.1021/np0102455
• 作为产物：
  描述：

  [2-(13)C]-methoxymethoxy(5-methoxy-2-nitrophenoxy)acetic acid methyl ester 在 palladium on activated charcoal sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以95%的产率得到[2-(13)C]-4-hydroxy-7-methoxy-2-methoxymethoxy-2H-1,4-benzoxazin-3(4H)-one
  参考文献：
  名称：

  A Mechanistic Dehydration Study with [2-¹³C]-DIMBOA

  摘要：

  Dehydration of a 2-C-13-labeled synthetic sample of the natural aglucone 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one ([2-C-13]-DIMBOA, 10) using N-ethoxycarbonyltrichloroacetaldimine led to 3-formyl-6-methoxybenzoxazolin-2(3H)-one (C-13-labeled FMBOA, 11) with complete transfer of the C-13 label into the -CHO group. On the basis of this finding, a mechanism for the dehydration is proposed.

  DOI：

  10.1021/np0102455

文献信息

• A Mechanistic Dehydration Study with [2-¹³C]-DIMBOA
  作者：Huang Hao、Joachim Sieler、Dieter Sicker

  DOI：10.1021/np0102455

  日期：2002.4.1

  Dehydration of a 2-C-13-labeled synthetic sample of the natural aglucone 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one ([2-C-13]-DIMBOA, 10) using N-ethoxycarbonyltrichloroacetaldimine led to 3-formyl-6-methoxybenzoxazolin-2(3H)-one (C-13-labeled FMBOA, 11) with complete transfer of the C-13 label into the -CHO group. On the basis of this finding, a mechanism for the dehydration is proposed.