cis-1,3-dibenzyl-4-hydroxymethyl-5-methyl imidazolidin-2-one

• 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: cis-1,3-dibenzyl-4-hydroxymethyl-5-methyl imidazolidin-2-one
• 英文别名: (4S,5S)-1,3-dibenzyl-4-(hydroxymethyl)-5-methylimidazolidin-2-one
• 化学式: C₁₉H₂₂N₂O₂
• 分子量: 310.396
• InChiKey: OGJBOYSDLULUQS-MAUKXSAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cis-1,3-dibenzyl-4-hydroxymethyl-5-methyl imidazolidin-2-one 在 草酸氯化物 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 cis-1,3-dibenzyl-4-formyl-5-methyl imidazolidin-2-one
  参考文献：
  名称：

  Synthesis of New Biotin Derivatives

  摘要：

  It is now established that the formation of C-S bonds during the conversion of dethiobiotin into biotin involves intermediate carbon radicals. To examine the behavior of dethiobiotin analogs that could lead to allylic and alpha-epoxyradicals, we have synthesized 4,5-dehydrodethiobiotins and the corresponding epoxides and 5,6-dehydrodethiobiotins. All these compounds have been labelled with C-14 On the carboxyl group. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01022-4
• 作为产物：
  描述：

  (3aS,6aR)-1,3-二苄基四氢-1H-呋喃并[3,4-d]咪唑-2,4-二酮 在 吡啶 、 lithium aluminium tetrahydride 、 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 2.0h， 生成 cis-1,3-dibenzyl-4-hydroxymethyl-5-methyl imidazolidin-2-one
  参考文献：
  名称：

  Synthesis of New Biotin Derivatives

  摘要：

  It is now established that the formation of C-S bonds during the conversion of dethiobiotin into biotin involves intermediate carbon radicals. To examine the behavior of dethiobiotin analogs that could lead to allylic and alpha-epoxyradicals, we have synthesized 4,5-dehydrodethiobiotins and the corresponding epoxides and 5,6-dehydrodethiobiotins. All these compounds have been labelled with C-14 On the carboxyl group. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01022-4

文献信息

• Synthesis of New Biotin Derivatives
  作者：François Moreau、Dominique Florentin、Andrée Marquet

  DOI：10.1016/s0040-4020(99)01022-4

  日期：2000.1

  It is now established that the formation of C-S bonds during the conversion of dethiobiotin into biotin involves intermediate carbon radicals. To examine the behavior of dethiobiotin analogs that could lead to allylic and alpha-epoxyradicals, we have synthesized 4,5-dehydrodethiobiotins and the corresponding epoxides and 5,6-dehydrodethiobiotins. All these compounds have been labelled with C-14 On the carboxyl group. (C) 1999 Elsevier Science Ltd. All rights reserved.