(4R,5S)-benzyl 4-((2-(benzyloxy)-2-oxoethoxy)carbamoyl)-5-hydroxy-2,2-dimethylthiazolidine-3-carboxylate | 1334521-66-2

• 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: (4R,5S)-benzyl 4-((2-(benzyloxy)-2-oxoethoxy)carbamoyl)-5-hydroxy-2,2-dimethylthiazolidine-3-carboxylate
• 英文别名: benzyl (4R,5S)-5-hydroxy-2,2-dimethyl-4-[(2-oxo-2-phenylmethoxyethoxy)carbamoyl]-1,3-thiazolidine-3-carboxylate
• CAS: 1334521-66-2
• 化学式: C₂₃H₂₆N₂O₇S
• 分子量: 474.535
• InChiKey: LGBJJCLEEZNJPZ-CTNGQTDRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  140
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (4R,5S)-benzyl 4-((2-(benzyloxy)-2-oxoethoxy)carbamoyl)-5-hydroxy-2,2-dimethylthiazolidine-3-carboxylate 在 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以48%的产率得到(1R,5R)-benzyl 6-(2-benzyloxy-2-oxoethoxy)-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptane-2-carboxylate
  参考文献：
  名称：

  Asymmetric synthesis of monocyclic β-lactams from l-cysteine using photochemistry

  摘要：

  An asymmetric method to synthesize cis-configured beta-lactams using photochemistry has been developed. Aerobic photo-oxidation of L-cysteine-derived thiazolidine hydroxamate esters afforded C-3 hydroxylated products which when cyclized and deprotected gave the corresponding N-protio monocyclic beta-lactams. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2011.07.085
• 作为产物：
  描述：

  benzyl 2-(aminooxy)acetate 在 二甲基硫 、 氧气 作用下， 以 四氢呋喃 为溶剂， 生成 (4R,5S)-benzyl 4-((2-(benzyloxy)-2-oxoethoxy)carbamoyl)-5-hydroxy-2,2-dimethylthiazolidine-3-carboxylate
  参考文献：
  名称：

  Asymmetric synthesis of monocyclic β-lactams from l-cysteine using photochemistry

  摘要：

  An asymmetric method to synthesize cis-configured beta-lactams using photochemistry has been developed. Aerobic photo-oxidation of L-cysteine-derived thiazolidine hydroxamate esters afforded C-3 hydroxylated products which when cyclized and deprotected gave the corresponding N-protio monocyclic beta-lactams. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2011.07.085

文献信息

• Asymmetric synthesis of monocyclic β-lactams from l-cysteine using photochemistry
  作者：Xiao Lu、Timothy E. Long

  DOI：10.1016/j.tetlet.2011.07.085

  日期：2011.9

  An asymmetric method to synthesize cis-configured beta-lactams using photochemistry has been developed. Aerobic photo-oxidation of L-cysteine-derived thiazolidine hydroxamate esters afforded C-3 hydroxylated products which when cyclized and deprotected gave the corresponding N-protio monocyclic beta-lactams. Published by Elsevier Ltd.