(2R,4R)-N-benzyl-2,4-diphenyl-1,3-oxazolidine | 132273-84-8

• 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: (2R,4R)-N-benzyl-2,4-diphenyl-1,3-oxazolidine
• 英文别名: (2R,4R)-3-benzyl-2,4-diphenyl-1,3-oxazolidine
• CAS: 132273-84-8
• 化学式: C₂₂H₂₁NO
• 分子量: 315.415
• InChiKey: HPATUSFABQDJBX-FCHUYYIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  magnesium,methanidyl-dimethyl-propan-2-yloxysilane,chloride 、 (2R,4R)-N-benzyl-2,4-diphenyl-1,3-oxazolidine 在 potassium fluoride 、 双氧水 、 碳酸氢钠 作用下， 生成 (1R,1'R)-N-benzyl-2,2'-dihydroxy-1,1'-diphenyl-diethylamine
  参考文献：
  名称：

  Stereoselective Synthesis of Optically Active Diethanolamines Utilizing Diastereoselective Reaction of 1,3-Oxazolidines with Grignard Reagents

  摘要：

  The highly diastereoselective addition of isopropoxydimethylsilylmethylmagnesium chloride to N-benzyl-1,3-oxazolidines derived from (R)-phenyl-glycinol, followed by oxidation of adducts with hydrogen peroxide in the presence of potassium fluoride, provided the 1-substituted (1R, 1'R)-N-benzyl-1'-phenyl-2,2'-dihydroxydiethylamines (1a-d).

  DOI：

  10.3987/com-95-7116
• 作为产物：
  描述：

  (R)-(-)-N-苄基-2-苯甘氨醇 、 苯甲醛 生成 (2R,4R)-N-benzyl-2,4-diphenyl-1,3-oxazolidine
  参考文献：
  名称：

  TAKAHASHI, HIROSHI;HSIEH, BOR CHYU-AN;HIGASHIYAMA, KIMIO, CHEM. AND PHARM. BULL., 38,(1990) N, C. 2429-2434

  摘要：

  DOI：

文献信息

• The absolute configuration and stereoselective grignard reaction of N-substituted 4-phenyl-1,3-oxazolidines.
  作者：Hiroshi TAKAHASHI、Bor Chyu-an HSIEH、Kimio HIGASHIYAMA

  DOI：10.1248/cpb.38.2429

  日期：——

  The configuration at the 2-position of 2-(p-bromophenyl)-N-methyl-4-phenyl-1, 3-oxazolidine (2a) was determined by X-ray analysis. The reactions of 2, 4-diphenyl- and 2-methyl-4-phenyl-1, 3-oxazolidines (2b-d and 2e-g) with methyl and phenylmagnesium bromides were investigated.

  通过X射线分析确定了2-(对溴苯基)-N-甲基-4-苯基-1,3-恶唑烷（2a）在2-位的构型。研究了2,4-二苯基-和2-甲基-4-苯基-1,3-恶唉烷（2b-d和2e-g）与甲基和苯基镁溴的反应。
• TAKAHASHI, HIROSHI;HSIEH, BOR CHYU-AN;HIGASHIYAMA, KIMIO, CHEM. AND PHARM. BULL., 38,(1990) N, C. 2429-2434
  作者：TAKAHASHI, HIROSHI、HSIEH, BOR CHYU-AN、HIGASHIYAMA, KIMIO

  DOI：——

  日期：——
• Stereoselective Synthesis of Optically Active Diethanolamines Utilizing Diastereoselective Reaction of 1,3-Oxazolidines with Grignard Reagents
  作者：Kimio Higashiyama、Katuyuki Nakagawa、Hiroshi Takahashi

  DOI：10.3987/com-95-7116

  日期：——

  The highly diastereoselective addition of isopropoxydimethylsilylmethylmagnesium chloride to N-benzyl-1,3-oxazolidines derived from (R)-phenyl-glycinol, followed by oxidation of adducts with hydrogen peroxide in the presence of potassium fluoride, provided the 1-substituted (1R, 1'R)-N-benzyl-1'-phenyl-2,2'-dihydroxydiethylamines (1a-d).