9H-fluoren-9-ylmethyl (4S)-4-[3-[methoxy(methyl)amino]-3-oxopropyl]-5-oxo-1,3-oxazolidine-3-carboxylate | 1418118-62-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9H-fluoren-9-ylmethyl (4S)-4-[3-[methoxy(methyl)amino]-3-oxopropyl]-5-oxo-1,3-oxazolidine-3-carboxylate
• CAS: 1418118-62-3
• 化学式: C₂₃H₂₄N₂O₆
• 分子量: 424.453
• InChiKey: PIFYKZWHYRYVMF-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  85.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  二甲羟胺盐酸盐 、 N^α-Fmoc-Glu-5-oxazolidinone 在 1-丙基磷酸酐 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 反应 0.67h， 以94%的产率得到9H-fluoren-9-ylmethyl (4S)-4-[3-[methoxy(methyl)amino]-3-oxopropyl]-5-oxo-1,3-oxazolidine-3-carboxylate
  参考文献：
  名称：

  Efficient synthesis of N-protected amino/peptide Weinreb amides from T3P and DBU

  摘要：

  The reaction of N-alpha-protected amino/peptide acid with N,O-dimethylhydroxylamine hydrochloride in the presence of T3P and DBU to obtain enantiomerically pure N-alpha-protected amino/peptidyl Weinreb amides in high yields has been described. Fmoc-Ala-Weinreb amide 2a is obtained as single crystal, and its structure was determined through X-ray crystallography. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.064

文献信息

• Efficient synthesis of N-protected amino/peptide Weinreb amides from T3P and DBU
  作者：K.M. Sharnabai、G. Nagendra、T.M. Vishwanatha、Vommina V. Sureshbabu

  DOI：10.1016/j.tetlet.2012.11.064

  日期：2013.2

  The reaction of N-alpha-protected amino/peptide acid with N,O-dimethylhydroxylamine hydrochloride in the presence of T3P and DBU to obtain enantiomerically pure N-alpha-protected amino/peptidyl Weinreb amides in high yields has been described. Fmoc-Ala-Weinreb amide 2a is obtained as single crystal, and its structure was determined through X-ray crystallography. (C) 2012 Elsevier Ltd. All rights reserved.