benzyl N-[(2R)-1-fluoro-4-methyl-1-oxopentan-2-yl]carbamate | 1240326-48-0

• 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: benzyl N-[(2R)-1-fluoro-4-methyl-1-oxopentan-2-yl]carbamate
• CAS: 1240326-48-0
• 化学式: C₁₄H₁₈FNO₃
• 分子量: 267.3
• InChiKey: YFHTXOXZTKMPAV-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl N-[(2R)-1-fluoro-4-methyl-1-oxopentan-2-yl]carbamate 、 (4S)-(-)-异丙基-5,5-二苯基-2-恶唑烷酮 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以73%的产率得到benzyl (R)-1-((S)-4-isopropyl-2-oxo-5,5-diphenyloxazolidin-3-yl)-4-methyl-1-oxopentan-2-ylcarbamate
  参考文献：
  名称：

  Facile Formation of N-Acyl-oxazolidinone Derivatives Using Acid Fluorides

  摘要：

  A mild method is presented for the formation of N-acylated oxazolidinones that employs acid fluorides and mild bases, such as (i)Pr(2)NEt and NEt(3). Optimized reaction conditions for two types of substrates have been developed utilizing either the oxazolidinone itself or the corresponding in situ generated O-silyloxazolidinones resulting in the formation of the desired N-acylated products in high yields of up to 98%.

  DOI：

  10.1021/ol1016977
• 作为产物：
  描述：

  N-苄氧羰基-D-亮胺酸 在 吡啶 、 三聚氟氰 作用下， 以 二氯甲烷 为溶剂， 生成 benzyl N-[(2R)-1-fluoro-4-methyl-1-oxopentan-2-yl]carbamate
  参考文献：
  名称：

  Facile Formation of N-Acyl-oxazolidinone Derivatives Using Acid Fluorides

  摘要：

  A mild method is presented for the formation of N-acylated oxazolidinones that employs acid fluorides and mild bases, such as (i)Pr(2)NEt and NEt(3). Optimized reaction conditions for two types of substrates have been developed utilizing either the oxazolidinone itself or the corresponding in situ generated O-silyloxazolidinones resulting in the formation of the desired N-acylated products in high yields of up to 98%.

  DOI：

  10.1021/ol1016977

文献信息

• Facile Formation of <i>N</i>-Acyl-oxazolidinone Derivatives Using Acid Fluorides
  作者：Corinna S. Schindler、Patrik M. Forster、Erick M. Carreira

  DOI：10.1021/ol1016977

  日期：2010.9.17

  A mild method is presented for the formation of N-acylated oxazolidinones that employs acid fluorides and mild bases, such as (i)Pr(2)NEt and NEt(3). Optimized reaction conditions for two types of substrates have been developed utilizing either the oxazolidinone itself or the corresponding in situ generated O-silyloxazolidinones resulting in the formation of the desired N-acylated products in high yields of up to 98%.