tert-butyl N-[(2S,3S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl]carbamate | 603956-44-1

• 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: tert-butyl N-[(2S,3S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl]carbamate
• CAS: 603956-44-1
• 化学式: C₁₆H₃₀N₂O₄
• 分子量: 314.425
• InChiKey: DTCDMJMPVABQQS-AVGNSLFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  78.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2S,3S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl]carbamate 在 二乙胺基三氟化硫 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以72%的产率得到[(1S,2S)-1-((S)-2-Fluoromethyl-pyrrolidine-1-carbonyl)-2-methyl-butyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  β-Fluorinated proline derivatives: potential transition state inhibitors for proline selective serine dipeptidases

  摘要：

  Three new types of beta-fluorinated proline derivatives were synthesized as potential transition state inhibitors for proline selective serine dipeptidases. The fluorophosponate derived from protected proline was tested as a Wadsworth-Horner-Emmons reagent for the synthesis of fluoro-olefin-containing pseudodipeptides. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02764-8
• 作为产物：
  描述：

  BOC-L-异亮氨酸 、 L-脯氨醇 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以88%的产率得到tert-butyl N-[(2S,3S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl]carbamate
  参考文献：
  名称：

  β-Fluorinated proline derivatives: potential transition state inhibitors for proline selective serine dipeptidases

  摘要：

  Three new types of beta-fluorinated proline derivatives were synthesized as potential transition state inhibitors for proline selective serine dipeptidases. The fluorophosponate derived from protected proline was tested as a Wadsworth-Horner-Emmons reagent for the synthesis of fluoro-olefin-containing pseudodipeptides. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02764-8

文献信息

• β-Fluorinated proline derivatives: potential transition state inhibitors for proline selective serine dipeptidases
  作者：Pieter Van der Veken、Kristel Senten、István Kertèsz、Achiel Haemers、Koen Augustyns

  DOI：10.1016/s0040-4039(02)02764-8

  日期：2003.1

  Three new types of beta-fluorinated proline derivatives were synthesized as potential transition state inhibitors for proline selective serine dipeptidases. The fluorophosponate derived from protected proline was tested as a Wadsworth-Horner-Emmons reagent for the synthesis of fluoro-olefin-containing pseudodipeptides. (C) 2003 Elsevier Science Ltd. All rights reserved.