(4R,5R)-N,N'-bis(2-hydroxyphenyl)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxamide | 443287-84-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4R,5R)-N,N'-bis(2-hydroxyphenyl)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxamide
• 英文别名: (4R,5R)-4-N,5-N-bis(2-hydroxyphenyl)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxamide
• CAS: 443287-84-1
• 化学式: C₁₉H₂₀N₂O₆
• 分子量: 372.378
• InChiKey: OMCYPPQSEUXTHB-HZPDHXFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  117
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4R,5R)-N,N'-bis(2-hydroxyphenyl)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxamide 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以75%的产率得到(4R,5R)-4,5-bis(benzoxazol-2-yl)-2,2-dimethyl-1,3-dioxolane
  参考文献：
  名称：

  Synthesis of novel C2-symmetric and enantiomerically pure bisbenzoxazoles and bisbenzothiazoles derived from l- and d-tartaric acids

  摘要：

  Five pairs of novel G-symmetric and enantiomerically pure bisbenzoxazoles and a pair of bisbenzothiazoles derived from L- and D-tartaric acids have been synthesized from L- and D-2,3-O-isopropylidenetartaric dichlorides and o-aminophenol derivatives or o-amino thio phenol, respectively, in two- or one-step reactions. The mechanism for the formation of bisbenzoxazoles and bisbenzothiazoles was suggested. The UV and H-1 NMR spectra showed that no coordination between the bisbenzoheterazoles and Cu(I) or Ni(II) cations occurred due to the lack of a sufficiently basic nitrogen donor atom in the benzoheterazole moiety. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00547-x
• 作为产物：
  描述：

  (4R,5R)-4,5-二乙氧基羰基-2,2-二甲基二氧 在 lithium hydroxide 、 草酰氯 、 18-冠醚-6 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 1.0h， 生成 (4R,5R)-N,N'-bis(2-hydroxyphenyl)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxamide
  参考文献：
  名称：

  Synthesis of novel C2-symmetric and enantiomerically pure bisbenzoxazoles and bisbenzothiazoles derived from l- and d-tartaric acids

  摘要：

  Five pairs of novel G-symmetric and enantiomerically pure bisbenzoxazoles and a pair of bisbenzothiazoles derived from L- and D-tartaric acids have been synthesized from L- and D-2,3-O-isopropylidenetartaric dichlorides and o-aminophenol derivatives or o-amino thio phenol, respectively, in two- or one-step reactions. The mechanism for the formation of bisbenzoxazoles and bisbenzothiazoles was suggested. The UV and H-1 NMR spectra showed that no coordination between the bisbenzoheterazoles and Cu(I) or Ni(II) cations occurred due to the lack of a sufficiently basic nitrogen donor atom in the benzoheterazole moiety. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00547-x

文献信息

• Synthesis of novel C2-symmetric and enantiomerically pure bisbenzoxazoles and bisbenzothiazoles derived from l- and d-tartaric acids
  作者：Peng Jiao、Jiaxi Xu、Qihan Zhang、Michael C.K. Choi、Albert S.C. Chan

  DOI：10.1016/s0957-4166(01)00547-x

  日期：2001.12

  Five pairs of novel G-symmetric and enantiomerically pure bisbenzoxazoles and a pair of bisbenzothiazoles derived from L- and D-tartaric acids have been synthesized from L- and D-2,3-O-isopropylidenetartaric dichlorides and o-aminophenol derivatives or o-amino thio phenol, respectively, in two- or one-step reactions. The mechanism for the formation of bisbenzoxazoles and bisbenzothiazoles was suggested. The UV and H-1 NMR spectra showed that no coordination between the bisbenzoheterazoles and Cu(I) or Ni(II) cations occurred due to the lack of a sufficiently basic nitrogen donor atom in the benzoheterazole moiety. (C) 2002 Elsevier Science Ltd. All rights reserved.