(4S)-4-benzyl-3-[(2R)-2-(phenylmethoxymethyl)octadecanoyl]-1,3-oxazolidin-2-one | 510730-54-8

• 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: (4S)-4-benzyl-3-[(2R)-2-(phenylmethoxymethyl)octadecanoyl]-1,3-oxazolidin-2-one
• CAS: 510730-54-8
• 化学式: C₃₆H₅₃NO₄
• 分子量: 563.821
• InChiKey: SMDZHAHIUYAGSJ-NOCHOARKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.5
• 重原子数：
  41
• 可旋转键数：
  22
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4S)-4-benzyl-3-[(2R)-2-(phenylmethoxymethyl)octadecanoyl]-1,3-oxazolidin-2-one 在 lithium hydroxide 、 双氧水 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以88%的产率得到(2R)-2-(phenylmethoxymethyl)octadecanoic acid
  参考文献：
  名称：

  Synthesis of chiral α-amino acids

  摘要：

  A novel method for the synthesis of chiral alpha-amino acids has been developed where the acid functionality was constructed by oxidizing a hydroxymethyl group introduced by Evans' method in the alpha-position of an appropriate acid substrate and the amino part came from the amide of the original carboxyl group following a modified Hofmann rearrangement reaction. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)02433-4
• 作为产物：
  描述：

  苄基氯甲基醚 、 (S)-3-octadecanoyl-4-benzyloxazolidin-2-one 在 四氯化钛 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 以80%的产率得到(4S)-4-benzyl-3-[(2R)-2-(phenylmethoxymethyl)octadecanoyl]-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Synthesis of chiral α-amino acids

  摘要：

  A novel method for the synthesis of chiral alpha-amino acids has been developed where the acid functionality was constructed by oxidizing a hydroxymethyl group introduced by Evans' method in the alpha-position of an appropriate acid substrate and the amino part came from the amide of the original carboxyl group following a modified Hofmann rearrangement reaction. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)02433-4

文献信息

• Synthesis of chiral α-amino acids
  作者：Tushar K Chakraborty、Animesh Ghosh

  DOI：10.1016/s0040-4039(02)02433-4

  日期：2002.12

  A novel method for the synthesis of chiral alpha-amino acids has been developed where the acid functionality was constructed by oxidizing a hydroxymethyl group introduced by Evans' method in the alpha-position of an appropriate acid substrate and the amino part came from the amide of the original carboxyl group following a modified Hofmann rearrangement reaction. (C) 2002 Published by Elsevier Science Ltd.