t-butyl [(3R,4S)-4-(hydroxymethyl)-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]carbamate | 1050504-31-8

• 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: t-butyl [(3R,4S)-4-(hydroxymethyl)-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]carbamate
• 英文别名: (3S,4R,1'S)-4-benzoyloxymethyl-3-t-butoxycarbonylamino-1-(1'-phenylethyl)pyrrolidine；4-benzoyloxymethyl-3-t-butoxycarbonylamino-1-(1'-phenylethyl)pyrrolidine
• CAS: 1050504-31-8
• 化学式: C₂₅H₃₂N₂O₄
• 分子量: 424.54
• InChiKey: SVQPBXBRSQSQNR-BWAGFHJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  67.87
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  t-butyl [(3R,4S)-4-(hydroxymethyl)-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]carbamate 在 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 1.17h， 生成 [(3S,4R)-4-(t-butoxycarbonylamino)pyrrolidin-3-yl]methyl benzoate
  参考文献：
  名称：

  Analogues of nucleosides: synthesis of chiral pyrrolidin-2-ones or pyrrolidines-bearing nucleobases

  摘要：

  Novel analogues of nucleosides tethered on a chiral pyrrolidin-2-one were prepared, but the imide functionality was unstable under basic conditions. Thus, the carbonyl group was removed from pyrrolidin-2-one, and nucleoside analogues bearing a pyrrolidine ring were synthesized, which were unaffected under basic conditions. A nucleoside dimer was also obtained, bearing a carbamate linkage between two units.Graphics for use in the Table of Contents.

  DOI：

  10.1007/s00706-014-1251-4
• 作为产物：
  描述：

  在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 t-butyl [(3R,4S)-4-(hydroxymethyl)-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]carbamate
  参考文献：
  名称：

  Analogues of nucleosides: synthesis of chiral pyrrolidin-2-ones or pyrrolidines-bearing nucleobases

  摘要：

  Novel analogues of nucleosides tethered on a chiral pyrrolidin-2-one were prepared, but the imide functionality was unstable under basic conditions. Thus, the carbonyl group was removed from pyrrolidin-2-one, and nucleoside analogues bearing a pyrrolidine ring were synthesized, which were unaffected under basic conditions. A nucleoside dimer was also obtained, bearing a carbamate linkage between two units.Graphics for use in the Table of Contents.

  DOI：

  10.1007/s00706-014-1251-4

文献信息

• WO2008/101515
  申请人：——

  公开号：——

  公开（公告）日：——