(3R,4R)-1-(4-methylphenyl)sulfonyl-4-[[(1R)-1-phenylethyl]amino]pyrrolidin-3-ol | 1159908-28-7

• 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: (3R,4R)-1-(4-methylphenyl)sulfonyl-4-[[(1R)-1-phenylethyl]amino]pyrrolidin-3-ol
• CAS: 1159908-28-7
• 化学式: C₁₉H₂₄N₂O₃S
• 分子量: 360.477
• InChiKey: DYKJRAGHFUWKRP-ATZDWAIDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  78
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R,4R)-1-(4-methylphenyl)sulfonyl-4-[[(1R)-1-phenylethyl]amino]pyrrolidin-3-ol 、 氯乙酰氯 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到2-chloro-N-[(3R,4R)-4-hydroxy-1-(4-methylphenyl)sulfonylpyrrolidin-3-yl]-N-[(1R)-1-phenylethyl]acetamide
  参考文献：
  名称：

  A novel approach to Finafloxacin hydrochloride (BAY35-3377)

  摘要：

  Finafloxacin hydrochloride, an important clinical compound was synthesized by a novel synthetic approach. An active intermediate ethyl 7-chloro-8-cyano-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylate 19 was prepared by a new route. The chiral (S,S')-N-Boc 10 was derived from protected pyrrolidine and the absolute stereochemistry was established by X-ray analysis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.051
• 作为产物：
  描述：

  R(+)-alpha-甲基苄胺 、 3-tosyl-6-oxa-3-azabicyclo[3.1.0]hexane 在 水 作用下， 生成 (3S,4S)-4-((R)-1-Phenylethylamino)-1-tosylpyrrolidin-3-ol 、 (3R,4R)-1-(4-methylphenyl)sulfonyl-4-[[(1R)-1-phenylethyl]amino]pyrrolidin-3-ol
  参考文献：
  名称：

  A novel approach to Finafloxacin hydrochloride (BAY35-3377)

  摘要：

  Finafloxacin hydrochloride, an important clinical compound was synthesized by a novel synthetic approach. An active intermediate ethyl 7-chloro-8-cyano-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylate 19 was prepared by a new route. The chiral (S,S')-N-Boc 10 was derived from protected pyrrolidine and the absolute stereochemistry was established by X-ray analysis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.051

文献信息

• A novel approach to Finafloxacin hydrochloride (BAY35-3377)
  作者：Jian Hong、Zonghua Zhang、Huoxing Lei、Haiying Cheng、Yufang Hu、Wanliang Yang、Yinglin Liang、Debasis Das、Shu-Hui Chen、Ge Li

  DOI：10.1016/j.tetlet.2009.03.051

  日期：2009.5

  Finafloxacin hydrochloride, an important clinical compound was synthesized by a novel synthetic approach. An active intermediate ethyl 7-chloro-8-cyano-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylate 19 was prepared by a new route. The chiral (S,S')-N-Boc 10 was derived from protected pyrrolidine and the absolute stereochemistry was established by X-ray analysis. (C) 2009 Elsevier Ltd. All rights reserved.