(3R,1'R)-3,3,6-trimethyl-4-N-(1'-phenethyl)-1,4-morpholin-2,5-dione | 219595-36-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3R,1'R)-3,3,6-trimethyl-4-N-(1'-phenethyl)-1,4-morpholin-2,5-dione
• 英文别名: (3R)-3,6,6-trimethyl-4-[(1R)-1-phenylethyl]morpholine-2,5-dione
• CAS: 219595-36-5
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: LKPBAULYOSOUJP-GHMZBOCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R,1'R)-3,3,6-trimethyl-4-N-(1'-phenethyl)-1,4-morpholin-2,5-dione 在 lithium hydroxide 、 lithium hexamethyldisilazane 作用下， 反应 7.0h， 生成 (2S,4R)-3-aza-2-allyl-2-methyl-4-phenyl-pentanoic acid
  参考文献：
  名称：

  A new stereoselective synthesis of sterically constrained uncommon α,α′-dialkylated α-amino acids. Part 2

  摘要：

  The alkylation of the diastereomeric mixture of the chiral morpholinone derivatives 5 and 6 occurs with good yield and a prevalence of the cis isomer. Cleavage of the alkylated intermediates 7b,c yields enantiomerically pure sterically constrained uncommon alpha,alpha'-dialkylated alpha-amino acids. The absolute configuration of the new stereocentres has been assigned on the basis of the H-1 NMR spectra and NOE measurements. A model to explain the observed diastereoselection is proposed. (C) 1998 Elsevier Science Ltd. All nights reserved.

  DOI：

  10.1016/s0957-4166(98)00360-7
• 作为产物：
  描述：

  (3R,6S,1'R)-3,6-dimethyl-4-N-(1'-phenethyl)-1,4-morpholin-2,5-dione 、 碘甲烷 在 lithium hexamethyldisilazane 作用下， 生成 (3R,1'R)-3,3,6-trimethyl-4-N-(1'-phenethyl)-1,4-morpholin-2,5-dione
  参考文献：
  名称：

  A new stereoselective synthesis of sterically constrained uncommon α,α′-dialkylated α-amino acids. Part 2

  摘要：

  The alkylation of the diastereomeric mixture of the chiral morpholinone derivatives 5 and 6 occurs with good yield and a prevalence of the cis isomer. Cleavage of the alkylated intermediates 7b,c yields enantiomerically pure sterically constrained uncommon alpha,alpha'-dialkylated alpha-amino acids. The absolute configuration of the new stereocentres has been assigned on the basis of the H-1 NMR spectra and NOE measurements. A model to explain the observed diastereoselection is proposed. (C) 1998 Elsevier Science Ltd. All nights reserved.

  DOI：

  10.1016/s0957-4166(98)00360-7