Aethyl-cis-2-methyl-3-phenylglycidat | 7042-28-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: Aethyl-cis-2-methyl-3-phenylglycidat
• 英文别名: ethyl (2R,3R)-2-methyl-3-phenyloxirane-2-carboxylate
• CAS: 7042-28-6；7141-24-4；41232-97-7
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: PTJLNEHAZVPEFQ-ZYHUDNBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl (2S,3R)-2-bromo-3-hydroxy-2-methyl-3-phenylpropionate 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 Aethyl-cis-2-methyl-3-phenylglycidat
  参考文献：
  名称：

  Efficient enantio- and diastereoselective synthesis of enantiopure syn-α-bromo-β-hydroxy-α-methylpropionate esters and their cis-α,β-epoxy derivatives based on a chiral oxazaborolidinone-promoted asymmetric aldol reaction

  摘要：

  syn-alpha-Bromo-beta-hydroxy-alpha-methylpropionate esters were prepared in high diastereoselectivity with essentially enantiopure state by employing the chiral oxazaborolidinone-promoted asymmetric aldol reaction with beta-bromo-beta-methylketene silyl acetal. The subsequent subjection of the alpha-bromo-beta-hydroxy esters to basic conditions led to the quantitative transformation to the corresponding enantiopure cis-alpha,beta-epoxy derivatives, (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00089-6

文献信息

• Alekseeva, L. M.; Bokanov, A. I.; Shvedov, V. I., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, # 9, p. 1664 - 1666
  作者：Alekseeva, L. M.、Bokanov, A. I.、Shvedov, V. I.、Sheinker, Yu. N.

  DOI：——

  日期：——
• Efficient enantio- and diastereoselective synthesis of enantiopure syn-α-bromo-β-hydroxy-α-methylpropionate esters and their cis-α,β-epoxy derivatives based on a chiral oxazaborolidinone-promoted asymmetric aldol reaction
  作者：Syun-ichi Kiyooka、Kazi A Shahid

  DOI：10.1016/s0957-4166(00)00089-6

  日期：2000.4

  syn-alpha-Bromo-beta-hydroxy-alpha-methylpropionate esters were prepared in high diastereoselectivity with essentially enantiopure state by employing the chiral oxazaborolidinone-promoted asymmetric aldol reaction with beta-bromo-beta-methylketene silyl acetal. The subsequent subjection of the alpha-bromo-beta-hydroxy esters to basic conditions led to the quantitative transformation to the corresponding enantiopure cis-alpha,beta-epoxy derivatives, (C) 2000 Elsevier Science Ltd. All rights reserved.