(4S)-4-[2-(1-methoxy-1-methylethoxy)ethyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester | 850996-87-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4S)-4-[2-(1-methoxy-1-methylethoxy)ethyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester
• 英文别名: (4S)-4-[2-(1-methoxy-1-methylethoxy)ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester；tert-butyl (4S)-4-[2-(2-methoxypropan-2-yloxy)ethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS: 850996-87-1
• 化学式: C₁₆H₃₁NO₅
• 分子量: 317.426
• InChiKey: DABQRMWPQYOCMQ-LBPRGKRZSA-N

物化性质

• 沸点：
  360.4±32.0 °C(Predicted)
• 密度：
  1.014±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4S)-4-[2-(1-methoxy-1-methylethoxy)ethyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester 在 silica gel 水 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 生成 4-(2-羟基乙基)-2,2-二甲基噁唑啉-3-羧酸-(S)-叔丁酯
  参考文献：
  名称：

  WO2006/94770

  摘要：

  公开号：
• 作为产物：
  描述：

  (S)-N-tert-butoxycarbonyl-aspartic acid diethyl ester 在 sodium tetrahydroborate 、 对甲苯磺酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 69.0h， 生成 (4S)-4-[2-(1-methoxy-1-methylethoxy)ethyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Highly Efficient Approach to Orthogonally Protected (2S,4R)- and (2S,4S)-4-Hydroxyornithine

  摘要：

  A concise stereoselective approach to both orthogonally protected (2S,4R)- and (2S,4S)-4-hydroxyornithine, key constituents of the biphenomycin- and clavalanine-type antibiotics, respectively, has been developed. The approach is based on bis(oxazoline) copper(II)-complex-catalyzed diastereoselective Henry reactions of nitromethane with the homoserine-derived aldehyde 6. The synthesis of this versatile chiral building block has been markedly improved.

  DOI：

  10.1021/ol0503182

文献信息

• Highly Efficient Approach to Orthogonally Protected (2<i>S</i>,4<i>R</i>)- and (2<i>S</i>,4<i>S</i>)-4-Hydroxyornithine
  作者：Franz F. Paintner、Lars Allmendinger、Gerd Bauschke、Patricia Klemann

  DOI：10.1021/ol0503182

  日期：2005.3.1

  A concise stereoselective approach to both orthogonally protected (2S,4R)- and (2S,4S)-4-hydroxyornithine, key constituents of the biphenomycin- and clavalanine-type antibiotics, respectively, has been developed. The approach is based on bis(oxazoline) copper(II)-complex-catalyzed diastereoselective Henry reactions of nitromethane with the homoserine-derived aldehyde 6. The synthesis of this versatile chiral building block has been markedly improved.
• WO2006/94770
  申请人：——

  公开号：——

  公开（公告）日：——