(2-{Benzyl-[(S)-2,2-difluoro-3-((R)-2-hydroxy-1-phenyl-ethylamino)-3-phenyl-propionyl]-amino}-2-phenyl-acetylamino)-acetic acid ethyl ester | 667938-19-4

• 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: (2-{Benzyl-[(S)-2,2-difluoro-3-((R)-2-hydroxy-1-phenyl-ethylamino)-3-phenyl-propionyl]-amino}-2-phenyl-acetylamino)-acetic acid ethyl ester
• CAS: 667938-19-4
• 化学式: C₃₆H₃₇F₂N₃O₅
• 分子量: 629.704
• InChiKey: MXKULAJKUIWPAW-QTYPKHDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  46.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  107.97
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2-{Benzyl-[(S)-2,2-difluoro-3-((R)-2-hydroxy-1-phenyl-ethylamino)-3-phenyl-propionyl]-amino}-2-phenyl-acetylamino)-acetic acid ethyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以75%的产率得到{2-[((S)-3-Amino-2,2-difluoro-3-phenyl-propionyl)-benzyl-amino]-2-phenyl-acetylamino}-acetic acid ethyl ester
  参考文献：
  名称：

  Synthesis of difluorinated pseudopeptides using chiral α,α-difluoro-β-amino acids in the Ugi reaction

  摘要：

  2,2-Difluoro-3-(2-hydroxy-1 R-phenylethylamino)-3 S-phenylpropionic acid 3, obtained by a Reformatsky-type reaction of ethyl bromodifluoroacetate with (4R)-2,4-diphenyloxazolidine, was used as a classical carboxylic acid in the Ugi reaction to prepare various difluorinated pseudopeptides 5a-n. Compounds 5 were then deprotected by hydrogenolysis to furnish difluorinated pseudopeptides 6. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.019
• 作为产物：
  描述：

  (4S)-3,3-difluoro-1-((1R)-2-hydroxy-1-phenylethyl)-4-phenylazetidin-2-one 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 (2-{Benzyl-[(S)-2,2-difluoro-3-((R)-2-hydroxy-1-phenyl-ethylamino)-3-phenyl-propionyl]-amino}-2-phenyl-acetylamino)-acetic acid ethyl ester
  参考文献：
  名称：

  Synthesis of difluorinated pseudopeptides using chiral α,α-difluoro-β-amino acids in the Ugi reaction

  摘要：

  2,2-Difluoro-3-(2-hydroxy-1 R-phenylethylamino)-3 S-phenylpropionic acid 3, obtained by a Reformatsky-type reaction of ethyl bromodifluoroacetate with (4R)-2,4-diphenyloxazolidine, was used as a classical carboxylic acid in the Ugi reaction to prepare various difluorinated pseudopeptides 5a-n. Compounds 5 were then deprotected by hydrogenolysis to furnish difluorinated pseudopeptides 6. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.019