(R)-4-(5-Adamantan-1-ylmethyl-3-amino-2,4-dioxo-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester | 206360-69-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: (R)-4-(5-Adamantan-1-ylmethyl-3-amino-2,4-dioxo-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (4R)-4-[[5-(1-adamantylmethyl)-3-amino-2,4-dioxo-1,5-benzodiazepin-1-yl]methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS: 206360-69-2
• 化学式: C₃₁H₄₄N₄O₅
• 分子量: 552.714
• InChiKey: HIHYUUPQMDUMJF-WJEDHKLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R)-4-(5-Adamantan-1-ylmethyl-3-amino-2,4-dioxo-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 16.0h， 生成 {(R)-2-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(3-phenyl-ureido)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Diastereomeric separation of 1,5-benzodiazepines due to the presence of a chiral centre on the N-5 alkylic chain

  摘要：

  The presence of a chain bearing a stereogenic centre at the N-5 position of 1-(1-adamantylmethyl)-3-arylureido-2,4-dioxo-1,5-benzodiazepines induces optical resolution. The synthesis of these compounds and their potency as potential CCK-B receptor antagonists is discussed briefly here. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0014-827x(97)00004-9
• 作为产物：
  描述：

  3-反-溴碳-2,2'-二甲基氧酸酯 在 palladium on activated charcoal 氢气 、 sodium cyanoborohydride 、 potassium carbonate 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 23.0~80.0 ℃ 、405.3 kPa 条件下， 反应 4.0h， 生成 (R)-4-(5-Adamantan-1-ylmethyl-3-amino-2,4-dioxo-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Diastereomeric separation of 1,5-benzodiazepines due to the presence of a chiral centre on the N-5 alkylic chain

  摘要：

  The presence of a chain bearing a stereogenic centre at the N-5 position of 1-(1-adamantylmethyl)-3-arylureido-2,4-dioxo-1,5-benzodiazepines induces optical resolution. The synthesis of these compounds and their potency as potential CCK-B receptor antagonists is discussed briefly here. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0014-827x(97)00004-9

文献信息

• Diastereomeric separation of 1,5-benzodiazepines due to the presence of a chiral centre on the N-5 alkylic chain
  作者：Gian Luca Araldi、Daniele Donati、Maria Elvira Tranquillini、Antonella Ursini

  DOI：10.1016/s0014-827x(97)00004-9

  日期：1998.1

  The presence of a chain bearing a stereogenic centre at the N-5 position of 1-(1-adamantylmethyl)-3-arylureido-2,4-dioxo-1,5-benzodiazepines induces optical resolution. The synthesis of these compounds and their potency as potential CCK-B receptor antagonists is discussed briefly here. (C) 1998 Elsevier Science S.A.