(R) benzyl 3-hydroxy-4-(4-methoxyphenoxy)butanohydroxamate | 159622-38-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R) benzyl 3-hydroxy-4-(4-methoxyphenoxy)butanohydroxamate
• 英文别名: (3R)-3-hydroxy-4-(4-methoxyphenoxy)-N-phenylmethoxybutanamide
• CAS: 159622-38-5
• 化学式: C₁₈H₂₁NO₅
• 分子量: 331.368
• InChiKey: GDUOOMMRAUUBJN-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  77
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R) benzyl 3-hydroxy-4-(4-methoxyphenoxy)butanohydroxamate 在 palladium on activated charcoal titanium(III) chloride 、 氢气 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 2.0h， 生成 (S) 4-<(4-methoxyphenoxy)methyl>-2-azetidinone
  参考文献：
  名称：

  Microbiological enantioselective synthesis of (S) and (R) 4-(p-anisyloxy)-3-hydroxybutyrates as new chiral building blocks for the synthesis of β-lactam antibiotics

  摘要：

  Both anantiomers of 4-p-anisyloxy-3-hydroxybutanoates 4 have been prepared in high e.e. by reduction of the corresponding beta-ketoesters or beta-ketocarboxylates with immobilized fermenting baker's yeast. the utility of these new chiral building blocks in the synthesis of pharmacologically important beta-lactam antibiotics has been demonstrated.

  DOI：

  10.1016/s0040-4020(01)89309-1
• 作为产物：
  描述：

  对甲氧基苯氧乙酸 在 palladium on activated charcoal 吡啶 、 4-二甲氨基吡啶 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 39.75h， 生成 (R) benzyl 3-hydroxy-4-(4-methoxyphenoxy)butanohydroxamate
  参考文献：
  名称：

  Microbiological enantioselective synthesis of (S) and (R) 4-(p-anisyloxy)-3-hydroxybutyrates as new chiral building blocks for the synthesis of β-lactam antibiotics

  摘要：

  Both anantiomers of 4-p-anisyloxy-3-hydroxybutanoates 4 have been prepared in high e.e. by reduction of the corresponding beta-ketoesters or beta-ketocarboxylates with immobilized fermenting baker's yeast. the utility of these new chiral building blocks in the synthesis of pharmacologically important beta-lactam antibiotics has been demonstrated.

  DOI：

  10.1016/s0040-4020(01)89309-1

文献信息

• Microbiological enantioselective synthesis of (S) and (R) 4-(p-anisyloxy)-3-hydroxybutyrates as new chiral building blocks for the synthesis of β-lactam antibiotics
  作者：Luca Banfi、Giuseppe Cascio、Chiara Ghiron、Giuseppe Guanti、Elso Manghisi、Enrica Narisano、Renata Riva

  DOI：10.1016/s0040-4020(01)89309-1

  日期：1994.1

  Both anantiomers of 4-p-anisyloxy-3-hydroxybutanoates 4 have been prepared in high e.e. by reduction of the corresponding beta-ketoesters or beta-ketocarboxylates with immobilized fermenting baker's yeast. the utility of these new chiral building blocks in the synthesis of pharmacologically important beta-lactam antibiotics has been demonstrated.