(+/-)-N-[(2S*,3R*)-(3-hydroxy-2-methyl-3-phenylpropanoyl)]-2-benzoxazolinone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: (+/-)-N-[(2S*,3R*)-(3-hydroxy-2-methyl-3-phenylpropanoyl)]-2-benzoxazolinone
• 英文别名: (+/-)-N-[(2R*,3S*)-(2-methyl-3-hydroxy-3-phenylpropanoyl)]-2-benzoxazolone；3-[(2R,3S)-3-hydroxy-2-methyl-3-phenylpropanoyl]-1,3-benzoxazol-2-one
• 化学式: C₁₇H₁₅NO₄
• 分子量: 297.31
• InChiKey: DSVCMNRQNVRISK-ABAIWWIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-苯并唑啉酮 在 四氯化钛 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 6.75h， 生成 (+/-)-N-[(2S*,3R*)-(3-hydroxy-2-methyl-3-phenylpropanoyl)]-2-benzoxazolinone
  参考文献：
  名称：

  N-Acyl-2-benzoxazolinones in titanium-mediated aldol reactions

  摘要：

  N-Acyl-2-benzoxazolinones readily form trichlorotitanium enolates that react rapidly with aldehydes to provide crystalline syn-aldol adducts in high yield. The resulting products are simply converted to amides, esters, and thioesters. A simple, economical synthesis of 3-hydroxy-2-methylpentanoate N-propionylcysteamine thioesters based on these findings is presented. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.029

文献信息

• Novel polyketides and antibiotics
  申请人：——

  公开号：US20030092140A1

  公开（公告）日：2003-05-15

  Facile methods for preparing diketide and triketide thioesters are disclosed. The resulting thioesters may be used as intermediates in the synthesis of desired polyketides, and may contain functional groups which ultimately reside in side chains on the resulting polyketide and thus can be used further to manipulate the polyketide so as form derivatives. The polyketides produced may also be tailored by glycosylation, hydroxylation and the like. New polyketides and their derivatives and tailored forms are thereby produced.

  本发明公开了制备二酮和三酮硫酯的简便方法。所得的硫酯可用作所需聚酮合成中间体，且可能含有功能基团，最终存在于所得聚酮的侧链中，因此可进一步用于操纵聚酮形成衍生物。所生产的聚酮也可通过糖基化、羟基化等方式进行定制。因此，本发明生产了新的聚酮及其衍生物和定制形式。
• Synthesis of oligoketides
  申请人：——

  公开号：US20030096374A1

  公开（公告）日：2003-05-22

  Facile methods for preparing diketide and triketide thioesters are disclosed. The resulting thioesters may be used as intermediates in the synthesis of desired polyketides, and may contain functional groups which ultimately reside in side chains on the resulting polyketide and thus can be used further to manipulate the polyketide so as form derivatives. The polyketides produced may also be tailored by glycosylation, hydroxylation and the like. New polyketides and their derivatives and tailored forms are thereby produced.

  本发明揭示了制备二酮和三酮硫酯的简易方法。所得的硫酯可以用作所需聚酮的合成中间体，可以包含在所得聚酮侧链上的官能团，因此可以进一步用于操纵聚酮以形成衍生物。通过糖基化、羟基化等方法，还可以调整生成的聚酮。因此，本发明产生了新的聚酮及其衍生物和调整形式。
• Racemic thioesters for production of polyketides
  申请人：Kosan Biosciences, Inc.

  公开号：US06492562B1

  公开（公告）日：2002-12-10

  Facile methods for preparing diketide and triketide thioesters are disclosed. The resulting thioesters may be used as intermediates in the synthesis of desired polyketides, and may contain functional groups which ultimately reside in side chains on the resulting polyketide and thus can be used further to manipulate the polyketide so as form derivatives. The polyketides produced may also be tailored by glycosylation, hydroxylation and the like. New polyketides and their derivatives and tailored forms are thereby produced.

  本文揭示了制备二酮和三酮硫酯的简便方法。所得的硫酯可以用作所需聚酮的合成中间体，并且可能包含在最终聚酮的侧链中的功能基团，因此可以进一步用于操纵聚酮以形成衍生物。通过糖基化、羟基化等方法，还可以调整所生产的聚酮。因此，本文生产了新的聚酮及其衍生物和调整形式。
• Polyketides and antibiotics
  申请人：Kosan Biosciences, Inc.

  公开号：US07022825B2

  公开（公告）日：2006-04-04

  Facile methods for preparing diketide and triketide thioesters are disclosed. The resulting thioesters may be used as intermediates in the synthesis of desired polyketides, and may contain functional groups which ultimately reside in side chains on the resulting polyketide and thus can be used further to manipulate the polyketide so as form derivatives. The polyketides produced may also be tailored by glycosylation, hydroxylation and the like. New polyketides and their derivatives and tailored forms are thereby produced.

  本文披露了制备二酮和三酮硫酯的简易方法。所得的硫酯可以用作所需多酮合成中间体，并且可能含有功能基团，这些基团最终存在于所得多酮的侧链上，因此可以进一步用于操作多酮以形成衍生物。通过糖基化、羟基化等方法，也可以调整所生产的多酮。因此，产生了新的多酮及其衍生物和调整形式。
• US6492562B1
  申请人：——

  公开号：US6492562B1

  公开（公告）日：2002-12-10