(4R)-N-benzyloxycarbonyl-5-(2,4-difluorophenyl)-4-methyl-5-hydroxyoxazolidine | 425387-10-6

• 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: (4R)-N-benzyloxycarbonyl-5-(2,4-difluorophenyl)-4-methyl-5-hydroxyoxazolidine
• 英文别名: benzyl (4R)-5-(2,4-difluorophenyl)-5-hydroxy-4-methyl-1,3-oxazolidine-3-carboxylate
• CAS: 425387-10-6
• 化学式: C₁₈H₁₇F₂NO₄
• 分子量: 349.334
• InChiKey: SFNREOFZXPFOJE-GKOGFXNCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4R)-N-benzyloxycarbonyl-5-(2,4-difluorophenyl)-4-methyl-5-hydroxyoxazolidine 在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 以92%的产率得到(2R)-2-(benzyloxycarbonyl)amino-1-(2,4-difluorophenyl)-1-propanone
  参考文献：
  名称：

  EP1340743

  摘要：

  公开号：

文献信息

• Optically active amine derivative and method of synthesis
  申请人：——

  公开号：US20040030144A1

  公开（公告）日：2004-02-12

  A readily available and inexpensive natural &agr;-amino acid is converted into a compound represented by formula (1), which is then reacted with an organometallic reagent represented by formula (2) to give an optically active 5-hydroxyoxazolidine represented by formula (3), which is then treated with an acid to provide an optically active aminoketone represented by formula (4). The product is then converted into an optically active aminoalcohol represented by formula (5) or (6) by, for example reduction. 1 The above process can provide an optically active aminoalcohol represented by formula (5) or (6) useful as a production intermediate for a medicine or pesticide from a readily available and inexpensive natural &agr;-amino acid as a starting material stereoselectively and stably with a higher optical purity and a lower cost without racemization. This invention can also provide an optically active 5-hydroxyoxazolidine represented by formula (3) and an aminoketone represented by formula (4) as important intermediates for production of the above product as well as preparation processes therefor.

  一种易得且廉价的天然α-氨基酸被转化为式（1）所表示的化合物，然后与式（2）所表示的有机金属试剂反应，得到式（3）所表示的光学活性5-羟基噁唑烷，然后用酸处理，得到式（4）所表示的光学活性氨基酮。然后，通过还原等方法将产物转化为式（5）或（6）所表示的光学活性氨基醇。以上过程可以从易得且廉价的天然α-氨基酸开始，具有高光学纯度和低成本的立体选择性和稳定性，提供用作药物或农药生产中间体的光学活性氨基醇（式（5）或（6））。本发明还可以提供式（3）所表示的光学活性5-羟基噁唑烷和式（4）所表示的氨基酮，作为上述产品生产的重要中间体以及其制备过程。
• OPTICALLY ACTIVE AMINE DERIVATIVE AND METHOD OF SYNTHESIS
  申请人：Mitsui Chemicals, Inc.

  公开号：EP1340743A1

  公开（公告）日：2003-09-03

  A readily available and inexpensive natural α -amino acid is converted into a compound represented by formula (1), which is then reacted with an organometallic reagent represented by formula (2) to give an optically active 5-hydroxyoxazolidine represented by formula (3), which is then treated with an acid to provide an optically active aminoketone represented by formula (4). The product is then converted into an optically active aminoalcohol represented by formula (5) or (6) by, for example reduction. The above process can provide an optically active aminoalcohol represented by formula (5) or (6) useful as a production intermediate for a medicine or pesticide from a readily available and inexpensive natural α-amino acid as a starting material stereoselectively and stably with a higher optical purity and a lower cost without racemization. This invention can also provide an optically active 5-hydroxyoxazolidine represented by formula (3) and an aminoketone represented by formula (4) as important intermediates for production of the above product as well as preparation processes therefor.

  将易于获得且价格低廉的天然 α - 氨基酸转化为式 (1) 所代表的化合物，然后与式 (2) 所代表的有机金属试剂反应，得到式 (3) 所代表的具有光学活性的 5- 羟基恶唑烷，然后用酸进行处理，得到式 (4) 所代表的具有光学活性的氨基酮。然后通过还原等方法将该产物转化为由式（5）或（6）表示的具有光学活性的氨基醇。 上述工艺可提供一种由式（5）或（6）代表的光学活性氨基醇，该氨基醇可作为药物或杀虫剂的生产中间体，以易于获得且价格低廉的天然α-氨基酸为起始原料，立体选择性地、稳定地生产出光学纯度较高且成本较低的氨基醇，而不会发生消旋化。本发明还可提供以式（3）为代表的具有光学活性的 5-羟基恶唑烷和以式（4）为代表的氨基酮，作为生产上述产品的重要中间体及其制备工艺。
• US7026515B2
  申请人：——

  公开号：US7026515B2

  公开（公告）日：2006-04-11