3-benzoyl-1-[3-hydroxy-2-(hydroxymethyl)propyl]-5-methylpyrimidine-2,4(1H,3H)-dione | 411235-09-1

• 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: 3-benzoyl-1-[3-hydroxy-2-(hydroxymethyl)propyl]-5-methylpyrimidine-2,4(1H,3H)-dione
• 英文别名: 3-Benzoyl-1-[3-hydroxy-2-(hydroxymethyl)propyl]-5-methylpyrimidine-2,4-dione；3-benzoyl-1-[3-hydroxy-2-(hydroxymethyl)propyl]-5-methylpyrimidine-2,4-dione
• CAS: 411235-09-1
• 化学式: C₁₆H₁₈N₂O₅
• 分子量: 318.329
• InChiKey: PNTYXYAJOXOSRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  98.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-benzoyl-1-[3-hydroxy-2-(hydroxymethyl)propyl]-5-methylpyrimidine-2,4(1H,3H)-dione 在 palladium on activated charcoal Lipase PS 、 三(2-氯乙基)胺 、 氢气 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙酸乙酯 、 甲苯 、 苯 为溶剂， 反应 6.5h， 生成 (2S)-3-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydropirimidin-1(2H)-yl)-2-{[(tert-butoxycarbonyl)amino]methyl}propyl acetate
  参考文献：
  名称：

  Chemo-enzymatic Synthesis of Novel b-Amino Acids Substituted by (Thymin-1-yl)methyl Functional Group at the a-Position

  摘要：

  A novel beta-amino acid having (thymin-1-yl)methyl functionality at the alpha-position, a useful component of alpha-substituted beta-homoalanyl peptide nucleic acids (beta(2)-PNAs), was synthesized as a protected form from 2-(N-3-benzoylthymin-1-yl)methyl-1,3-propanediol via enzymatic desymmetrization catalyzed by lipase PS.

  DOI：

  10.3987/com-01-s(k)51
• 作为产物：
  描述：

  N-3-benzoylthymine 在 Amberlyst 15E 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 14.0h， 生成 3-benzoyl-1-[3-hydroxy-2-(hydroxymethyl)propyl]-5-methylpyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Chemo-enzymatic Synthesis of Novel b-Amino Acids Substituted by (Thymin-1-yl)methyl Functional Group at the a-Position

  摘要：

  A novel beta-amino acid having (thymin-1-yl)methyl functionality at the alpha-position, a useful component of alpha-substituted beta-homoalanyl peptide nucleic acids (beta(2)-PNAs), was synthesized as a protected form from 2-(N-3-benzoylthymin-1-yl)methyl-1,3-propanediol via enzymatic desymmetrization catalyzed by lipase PS.

  DOI：

  10.3987/com-01-s(k)51

文献信息

• Chemo-enzymatic Synthesis of Novel b-Amino Acids Substituted by (Thymin-1-yl)methyl Functional Group at the a-Position
  作者：Tsutomu Yokomatsu、Ken Takada、Akihito Yasumoto、Yoko Yuasa、Shiroshi Shibuya

  DOI：10.3987/com-01-s(k)51

  日期：——

  A novel beta-amino acid having (thymin-1-yl)methyl functionality at the alpha-position, a useful component of alpha-substituted beta-homoalanyl peptide nucleic acids (beta(2)-PNAs), was synthesized as a protected form from 2-(N-3-benzoylthymin-1-yl)methyl-1,3-propanediol via enzymatic desymmetrization catalyzed by lipase PS.