(4-nitrophenyl) N-[(2R)-1-(benzylamino)-3,3-dimethyl-1-oxobutan-2-yl]carbamate | 268556-63-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (4-nitrophenyl) N-[(2R)-1-(benzylamino)-3,3-dimethyl-1-oxobutan-2-yl]carbamate
• CAS: 268556-63-4
• 化学式: C₂₀H₂₃N₃O₅
• 分子量: 385.42
• InChiKey: RWDGSFNGYOYFSO-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4-nitrophenyl) N-[(2R)-1-(benzylamino)-3,3-dimethyl-1-oxobutan-2-yl]carbamate 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.37h， 生成
  参考文献：
  名称：

  Enantioselective Catalytic Addition of HCN to Ketoimines. Catalytic Synthesis of Quaternary Amino Acids

  摘要：

  Highly enantioselective addition of HCN to ketoimines has been achieved for the first time using readily accessible and recyclable Schiff base catalysts. Essentially quantitative isolated yield and enantioselectivity of up to 95% ee was obtained. Furthermore, some of the Strecker adducts could be recrystallized in high recovery, yielding optically pure materials. Conversion of the alpha-aminonitrile adducts to the corresponding alpha-quaternary alpha-amino acids was effected in high yield by a formylation/hydrolysis sequence.

  DOI：

  10.1021/ol005636+
• 作为产物：
  描述：

  Fmoc-D-叔亮氨酸 在 吡啶 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 二乙胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 2.94h， 生成 (4-nitrophenyl) N-[(2R)-1-(benzylamino)-3,3-dimethyl-1-oxobutan-2-yl]carbamate
  参考文献：
  名称：

  Enantioselective Catalytic Addition of HCN to Ketoimines. Catalytic Synthesis of Quaternary Amino Acids

  摘要：

  Highly enantioselective addition of HCN to ketoimines has been achieved for the first time using readily accessible and recyclable Schiff base catalysts. Essentially quantitative isolated yield and enantioselectivity of up to 95% ee was obtained. Furthermore, some of the Strecker adducts could be recrystallized in high recovery, yielding optically pure materials. Conversion of the alpha-aminonitrile adducts to the corresponding alpha-quaternary alpha-amino acids was effected in high yield by a formylation/hydrolysis sequence.

  DOI：

  10.1021/ol005636+

文献信息

• NOVEL SODIUM CHANNEL BLOCKERS
  申请人：Brown Milton L.

  公开号：US20090030056A1

  公开（公告）日：2009-01-29

  The present invention is directed to novel phenyloin derivative compounds and the use of such compounds as sodium channel blockers. Such compositions have utility as anti-cancer agents and can be used to limit or prevent PCa growth and/or metastasis.
• US7439383B2
  申请人：——

  公开号：US7439383B2

  公开（公告）日：2008-10-21
• US8350076B2
  申请人：——

  公开号：US8350076B2

  公开（公告）日：2013-01-08
• Enantioselective Catalytic Addition of HCN to Ketoimines. Catalytic Synthesis of Quaternary Amino Acids
  作者：Petr Vachal、Eric N. Jacobsen

  DOI：10.1021/ol005636+

  日期：2000.3.1

  Highly enantioselective addition of HCN to ketoimines has been achieved for the first time using readily accessible and recyclable Schiff base catalysts. Essentially quantitative isolated yield and enantioselectivity of up to 95% ee was obtained. Furthermore, some of the Strecker adducts could be recrystallized in high recovery, yielding optically pure materials. Conversion of the alpha-aminonitrile adducts to the corresponding alpha-quaternary alpha-amino acids was effected in high yield by a formylation/hydrolysis sequence.