Dithiocarbonic acid S-{[allyl-((S)-1-phenyl-ethyl)-carbamoyl]-methyl} ester O-ethyl ester | 811449-16-8

• 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: Dithiocarbonic acid S-{[allyl-((S)-1-phenyl-ethyl)-carbamoyl]-methyl} ester O-ethyl ester
• 英文别名: S-(2-{allyl[(s)-1-phenylethyl]amino}-2-oxoethyl) O-ethyl dithiocarbonate；O-ethyl [2-oxo-2-[[(1S)-1-phenylethyl]-prop-2-enylamino]ethyl]sulfanylmethanethioate
• CAS: 811449-16-8
• 化学式: C₁₆H₂₁NO₂S₂
• 分子量: 323.48
• InChiKey: PMILUPXGHUKHMU-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  86.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Dithiocarbonic acid S-{[allyl-((S)-1-phenyl-ethyl)-carbamoyl]-methyl} ester O-ethyl ester 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 0.5h， 生成 (S)-4-methyl-1-((S)-1-phenylethyl)pyrrolidin-2-one
  参考文献：
  名称：

  The 5-exo-trig radical cyclization reaction under reductive and oxidative conditions in the synthesis of optically pure GABA derivatives

  摘要：

  Free radical precursors 4a and 4b were synthesized and treated under reductive or oxidative conditions to obtain the corresponding optically pure pyrrolidinones 5-8, which were subsequently transformed into corresponding optically pure GABA derivatives 9-11. When reductive radical conditions (4a-->7 and 8) were used, a Ph1-5 migration product 14 was obtained; presumably depending upon the specific conformation of the rotamer precursor and also 14 was found to be a kinetic product. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.053
• 作为产物：
  描述：

  (S)-()-N-烯丙基-α-甲基苄胺 在 4-二甲氨基吡啶 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 4.0h， 生成 Dithiocarbonic acid S-{[allyl-((S)-1-phenyl-ethyl)-carbamoyl]-methyl} ester O-ethyl ester
  参考文献：
  名称：

  The 5-exo-trig radical cyclization reaction under reductive and oxidative conditions in the synthesis of optically pure GABA derivatives

  摘要：

  Free radical precursors 4a and 4b were synthesized and treated under reductive or oxidative conditions to obtain the corresponding optically pure pyrrolidinones 5-8, which were subsequently transformed into corresponding optically pure GABA derivatives 9-11. When reductive radical conditions (4a-->7 and 8) were used, a Ph1-5 migration product 14 was obtained; presumably depending upon the specific conformation of the rotamer precursor and also 14 was found to be a kinetic product. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.053

文献信息

• The 5-exo-trig radical cyclization reaction under reductive and oxidative conditions in the synthesis of optically pure GABA derivatives
  作者：Verónica Rodríguez、Mario Sánchez、Leticia Quintero、Fernando Sartillo-Piscil

  DOI：10.1016/j.tet.2004.09.053

  日期：2004.11

  Free radical precursors 4a and 4b were synthesized and treated under reductive or oxidative conditions to obtain the corresponding optically pure pyrrolidinones 5-8, which were subsequently transformed into corresponding optically pure GABA derivatives 9-11. When reductive radical conditions (4a-->7 and 8) were used, a Ph1-5 migration product 14 was obtained; presumably depending upon the specific conformation of the rotamer precursor and also 14 was found to be a kinetic product. (C) 2004 Elsevier Ltd. All rights reserved.