(R)-N-((3S,6S)-6-hydroxy-1-methyl-2-oxoazepan-3-yl)-2-((4R,5S)-5-((R,E)-1-hydroxy-4-methylpent-2-en-1-yl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methoxyacetamide | 163072-73-9

• 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: (R)-N-((3S,6S)-6-hydroxy-1-methyl-2-oxoazepan-3-yl)-2-((4R,5S)-5-((R,E)-1-hydroxy-4-methylpent-2-en-1-yl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methoxyacetamide
• CAS: 163072-73-9
• 化学式: C₂₁H₃₆N₂O₇
• 分子量: 428.526
• InChiKey: SSPUFNYNEAWAAP-HBYKVNSDSA-N

物化性质

• 沸点：
  646.7±55.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.19
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  117.56
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (R)-N-((3S,6S)-6-hydroxy-1-methyl-2-oxoazepan-3-yl)-2-((4R,5S)-5-((R,E)-1-hydroxy-4-methylpent-2-en-1-yl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methoxyacetamide 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 [(3S,6S)-1-甲基-7-氧代-6-[[(E,2R,3R,4S,5R)-3,4,5-三羟基-2-甲氧基-8-甲基壬-6-烯酰基]氨基]氮杂环庚-3-基]十四烷酸酯
  参考文献：
  名称：

  Stereoselective Conversion of L-Quebrachitol into a Novel Hydroxylated Caprolactam: Total Synthesis of Bengamide B

  摘要：

  The stereoselective synthesis of the novel marine natural product, bengamide B (1), starting from L-quebrachitol (3) is described. The hydroxylated caprolactam portion (2a) in 1 was prepared from (+)-conduramine derivative (7), whose amino functionality was introduced stereoselectively by means of palladium-catalyzed azidation of a chiral cyclohexene (6) derived from 3.

  DOI：

  10.3987/com-94-6869
• 作为产物：
  描述：

  Acetic acid (E)-(R)-1-{(4S,5R)-5-[(R)-((3S,6S)-6-hydroxy-1-methyl-2-oxo-azepan-3-ylcarbamoyl)-methoxy-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-4-methyl-pent-2-enyl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以93%的产率得到(R)-N-((3S,6S)-6-hydroxy-1-methyl-2-oxoazepan-3-yl)-2-((4R,5S)-5-((R,E)-1-hydroxy-4-methylpent-2-en-1-yl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methoxyacetamide
  参考文献：
  名称：

  Stereoselective Conversion of L-Quebrachitol into a Novel Hydroxylated Caprolactam: Total Synthesis of Bengamide B

  摘要：

  The stereoselective synthesis of the novel marine natural product, bengamide B (1), starting from L-quebrachitol (3) is described. The hydroxylated caprolactam portion (2a) in 1 was prepared from (+)-conduramine derivative (7), whose amino functionality was introduced stereoselectively by means of palladium-catalyzed azidation of a chiral cyclohexene (6) derived from 3.

  DOI：

  10.3987/com-94-6869