(2S,4R)-3-benzoyl-2-tert-butyl-4-[(1',3'-dioxan-2'-yl)methyl]oxazolidin-5-one

• 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: (2S,4R)-3-benzoyl-2-tert-butyl-4-[(1',3'-dioxan-2'-yl)methyl]oxazolidin-5-one
• 英文别名: (2S,4R)-3-benzoyl-2-tert-butyl-4-(1,3-dioxolan-2-ylmethyl)-1,3-oxazolidin-5-one
• 化学式: C₁₈H₂₃NO₅
• 分子量: 333.384
• InChiKey: OMAFOSLFULXHEK-DYVFJYSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-(-)-扁桃酸甲酯 、 (2S,4R)-3-benzoyl-2-tert-butyl-4-[(1',3'-dioxan-2'-yl)methyl]oxazolidin-5-one 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以73%的产率得到(R)-2-Benzoylamino-3-[1,3]dioxolan-2-yl-propionic acid (R)-methoxycarbonyl-phenyl-methyl ester
  参考文献：
  名称：

  Diastereoselective addition of α-hydroxyalkyl and α-alkoxyalkyl radicals to chiral 4-methyleneoxazolidin-5-ones

  摘要：

  A method for preparing optically active homoserine derivatives via the photoinduced radical additions of alcohols and ethers to the chiral 4-methyleneoxazolidin-5-ones 1 and 2 has been achieved. These photoadducts, however, are readily prone to epimerization under the conditions required for their deprotection. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00259-2
• 作为产物：
  描述：

  1,3-二氧戊环 、 5-噁唑烷酮,3-苯甲酰-2-(1,1-二甲基乙基)-4-亚甲基-,(S)- 在 二苯甲酮 作用下， 以 丙酮 为溶剂， 反应 1.0h， 以52%的产率得到(2S,4R)-3-benzoyl-2-tert-butyl-4-[(1',3'-dioxan-2'-yl)methyl]oxazolidin-5-one
  参考文献：
  名称：

  Diastereoselective addition of α-hydroxyalkyl and α-alkoxyalkyl radicals to chiral 4-methyleneoxazolidin-5-ones

  摘要：

  A method for preparing optically active homoserine derivatives via the photoinduced radical additions of alcohols and ethers to the chiral 4-methyleneoxazolidin-5-ones 1 and 2 has been achieved. These photoadducts, however, are readily prone to epimerization under the conditions required for their deprotection. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00259-2

文献信息

• Diastereoselective addition of α-hydroxyalkyl and α-alkoxyalkyl radicals to chiral 4-methyleneoxazolidin-5-ones
  作者：Stephen G. Pyne、Karl Schafer

  DOI：10.1016/s0040-4020(98)00259-2

  日期：1998.5

  A method for preparing optically active homoserine derivatives via the photoinduced radical additions of alcohols and ethers to the chiral 4-methyleneoxazolidin-5-ones 1 and 2 has been achieved. These photoadducts, however, are readily prone to epimerization under the conditions required for their deprotection. (C) 1998 Elsevier Science Ltd. All rights reserved.