[(R)-(3,5-dichloro-4-methoxyphenyl)-(S)-(2-hydroxy-1-phenylethylamino)]acetic acid methyl ester | 193073-53-9

• 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: [(R)-(3,5-dichloro-4-methoxyphenyl)-(S)-(2-hydroxy-1-phenylethylamino)]acetic acid methyl ester
• 英文别名: methyl (2R)-2-(3,5-dichloro-4-methoxyphenyl)-2-[[(1S)-2-hydroxy-1-phenylethyl]amino]acetate
• CAS: 193073-53-9
• 化学式: C₁₈H₁₉Cl₂NO₄
• 分子量: 384.259
• InChiKey: NSKBOOWNGNKIRV-HZPDHXFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  67.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(R)-(3,5-dichloro-4-methoxyphenyl)-(S)-(2-hydroxy-1-phenylethylamino)]acetic acid methyl ester 在 lead(IV) acetate 、 phosphate buffer 、 盐酸 作用下， 以 甲醇 、 二氯甲烷 、 乙醚 为溶剂， 反应 3.5h， 以82%的产率得到(R)-(3,5-dichloro-4-methoxy)phenylglycine methyl ester hydrochloride
  参考文献：
  名称：

  Synthetic Studies towards the Synthesis of Western and Eastern Chloropeptin I, II Subunits

  摘要：

  DOI：

  10.3987/com-99-8514
• 作为产物：
  描述：

  甲醇 、 在 盐酸 作用下， 生成 [(S)-(3,5-dichloro-4-methoxyphenyl)-(S)-(2-hydroxy-1-phenylethylamino)]acetic acid methyl ester 、 [(R)-(3,5-dichloro-4-methoxyphenyl)-(S)-(2-hydroxy-1-phenylethylamino)]acetic acid methyl ester
  参考文献：
  名称：

  Synthesis of a model of chloropeptins I, II western subunit by the intramolecular SNAr based methodology

  摘要：

  Formation of a biaryl ether bond between the termini of a tetrapeptide containing a highly racemization prone amino acid by the intramolecular SNAr reaction afforded two diastereomeric 16-membered macrocycles along with their respective atropoisomers. The (R,S,R) and its atropoisomer constituted a model of chloropeptins I, II western part. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00938-6

文献信息

• Synthetic Studies towards the Synthesis of Western and Eastern Chloropeptin I, II Subunits
  作者：Georges Roussi、Eduardo González Zamora、Annie-Claude Carbonnelle、René Beugelmans

  DOI：10.3987/com-99-8514

  日期：——
• Synthesis of a model of chloropeptins I, II western subunit by the intramolecular SNAr based methodology
  作者：Georges Roussi、Eduardo González Zamora、Annie-Claude Carbonnelle、René Beugelmans

  DOI：10.1016/s0040-4039(97)00938-6

  日期：1997.6

  Formation of a biaryl ether bond between the termini of a tetrapeptide containing a highly racemization prone amino acid by the intramolecular SNAr reaction afforded two diastereomeric 16-membered macrocycles along with their respective atropoisomers. The (R,S,R) and its atropoisomer constituted a model of chloropeptins I, II western part. (C) 1997 Published by Elsevier Science Ltd.