3-benzyl-4-benzyloxymethyl-2-oxazolidinone | 170956-44-2

• 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: 3-benzyl-4-benzyloxymethyl-2-oxazolidinone
• 英文别名: 3-benzyl-4-(phenylmethoxymethyl)-1,3-oxazolidin-2-one
• CAS: 170956-44-2
• 化学式: C₁₈H₁₉NO₃
• 分子量: 297.354
• InChiKey: SRHKRPDDMTVNBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-benzyl-4-benzyloxymethyl-2-oxazolidinone 在 sodium hydroxide 、 氯化亚砜 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 3-benzyl-4-benzyloxymethyl-2-oxo-1,2,3,-oxathiazolidine
  参考文献：
  名称：

  Nucleophilic ring opening of cyclic sulphamidites

  摘要：

  The cyclic sulphamidites (2S,4S)- and (2R,4S)-3-benzyl-4-benzyloxymethyl-2-oxo-1,2,3-oxathiazolidine 1 were prepared from S-glycidol in 60-66% overall yield. Nucleophilic ring opening of 1 by cyanide, azide and benzyloxy anions have been studied with respect to regio and stereospecificity. A mild procedure for benzylation of alcohols was introduced.

  DOI：

  10.1016/0957-4166(95)00211-7
• 作为产物：
  描述：

  benzylcarbamic acid oxiranylmethyl ester 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 3-benzyl-4-benzyloxymethyl-2-oxazolidinone
  参考文献：
  名称：

  Nucleophilic ring opening of cyclic sulphamidites

  摘要：

  The cyclic sulphamidites (2S,4S)- and (2R,4S)-3-benzyl-4-benzyloxymethyl-2-oxo-1,2,3-oxathiazolidine 1 were prepared from S-glycidol in 60-66% overall yield. Nucleophilic ring opening of 1 by cyanide, azide and benzyloxy anions have been studied with respect to regio and stereospecificity. A mild procedure for benzylation of alcohols was introduced.

  DOI：

  10.1016/0957-4166(95)00211-7

文献信息

• Nucleophilic ring opening of cyclic sulphamidites
  作者：Hanna S.H. Gautun、Per H.J. Carlsen

  DOI：10.1016/0957-4166(95)00211-7

  日期：1995.7

  The cyclic sulphamidites (2S,4S)- and (2R,4S)-3-benzyl-4-benzyloxymethyl-2-oxo-1,2,3-oxathiazolidine 1 were prepared from S-glycidol in 60-66% overall yield. Nucleophilic ring opening of 1 by cyanide, azide and benzyloxy anions have been studied with respect to regio and stereospecificity. A mild procedure for benzylation of alcohols was introduced.