(3S)-1-{[3-(benzyloxycarbonyl)amino]-2-oxopiperidin-1-yl}urea | 1417900-16-3

• 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: (3S)-1-{[3-(benzyloxycarbonyl)amino]-2-oxopiperidin-1-yl}urea
• 英文别名: benzyl N-[(3S)-1-(carbamoylamino)-2-oxopiperidin-3-yl]carbamate
• CAS: 1417900-16-3
• 化学式: C₁₄H₁₈N₄O₄
• 分子量: 306.321
• InChiKey: BNLKVRQENJVWEV-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  114
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Z-L-GluOMe 在 N-甲基吗啉 、 sodium tetrahydroborate 、 hydrazine hydrate 、 四溴化碳 、 水 、 三苯基膦 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 反应 28.16h， 生成 (3S)-1-{[3-(benzyloxycarbonyl)amino]-2-oxopiperidin-1-yl}urea
  参考文献：
  名称：

  An Access to Aza-Freidinger Lactams and E-Locked Analogs

  摘要：

  Freidinger lactams, possessing a peptide bond configuration locked to 4 are important key elements of conformationally restricted peptidomimetics. In the present work, the C alpha Hi+1 unit has been replaced by N, leading to novel aza-Freidinger lactams. A synthesis to corresponding building blocks and their E-locked analogs is introduced. The versatile buildings blocks reported here are expected to serve as useful elements in peptide synthesis.

  DOI：

  10.1021/ol3030583

文献信息

• An Access to Aza-Freidinger Lactams and <i>E</i>-Locked Analogs
  作者：Philipp A. Ottersbach、Janina Schmitz、Gregor Schnakenburg、Michael Gütschow

  DOI：10.1021/ol3030583

  日期：2013.2.1

  Freidinger lactams, possessing a peptide bond configuration locked to 4 are important key elements of conformationally restricted peptidomimetics. In the present work, the C alpha Hi+1 unit has been replaced by N, leading to novel aza-Freidinger lactams. A synthesis to corresponding building blocks and their E-locked analogs is introduced. The versatile buildings blocks reported here are expected to serve as useful elements in peptide synthesis.