((R)-9-Oxo-oxonan-3-yl)-carbamic acid tert-butyl ester | 219724-05-7

• 分子结构分类: 有机化合物
• 英文名称: ((R)-9-Oxo-oxonan-3-yl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(3R)-9-oxooxonan-3-yl]carbamate
• CAS: 219724-05-7
• 化学式: C₁₃H₂₃NO₄
• 分子量: 257.33
• InChiKey: BHAJELGHLVQMHU-SNVBAGLBSA-N

物化性质

• 沸点：
  418.2±34.0 °C(predicted)
• 密度：
  1.07±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ((R)-9-Oxo-oxonan-3-yl)-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (R)-8-Amino-oxonan-2-one; compound with trifluoro-acetic acid
  参考文献：
  名称：

  A novel method for the formation of 2-azocanones by lactone-to-lactam ring contraction of 2-oxonanones

  摘要：

  As part of a project evaluating medium-ring lactams as constrained peptidomimetics, a novel method for the formation of multisubstituted eight-membered lactams has been developed. N-Protected 7-amino-8-hydroxyoctenoic acids were cyclised to give 8-amino-5,6-dehydro-2-oxocanones which underwent clean intramolecular O-to-N-acyl (lactone-to-lactam) ring contraction to yield 8-hydroxymethyl-6,7-dehydro-2-azocanones, suitable for elaboration to eight-membered lactam dipeptides. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02093-0
• 作为产物：
  描述：

  ((Z)-(R)-9-Oxo-2,3,6,7,8,9-hexahydro-oxonin-3-yl)-carbamic acid tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以96%的产率得到((R)-9-Oxo-oxonan-3-yl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  A novel method for the formation of 2-azocanones by lactone-to-lactam ring contraction of 2-oxonanones

  摘要：

  As part of a project evaluating medium-ring lactams as constrained peptidomimetics, a novel method for the formation of multisubstituted eight-membered lactams has been developed. N-Protected 7-amino-8-hydroxyoctenoic acids were cyclised to give 8-amino-5,6-dehydro-2-oxocanones which underwent clean intramolecular O-to-N-acyl (lactone-to-lactam) ring contraction to yield 8-hydroxymethyl-6,7-dehydro-2-azocanones, suitable for elaboration to eight-membered lactam dipeptides. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02093-0