ethyl (1R,2S)-2-[(2S)-2-(1,3-dioxoisoindol-2-yl)-3-phenylpropanoyl]cyclopentane-1-carboxylate | 153077-96-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: ethyl (1R,2S)-2-[(2S)-2-(1,3-dioxoisoindol-2-yl)-3-phenylpropanoyl]cyclopentane-1-carboxylate
• CAS: 153077-96-4
• 化学式: C₂₅H₂₅NO₅
• 分子量: 419.477
• InChiKey: HTCRCQUAHLLRJV-WMQCIHAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (1R,2S)-2-[(2S)-2-(1,3-dioxoisoindol-2-yl)-3-phenylpropanoyl]cyclopentane-1-carboxylate 在 sodium tetrahydroborate 作用下， 生成 (1R,2S)-2-[(1S,2S)-1-Hydroxy-2-(2-hydroxymethyl-benzoylamino)-3-phenyl-propyl]-cyclopentanecarboxylic acid ethyl ester 、 (1R,2S)-2-[(1R,2S)-1-Hydroxy-2-(2-hydroxymethyl-benzoylamino)-3-phenyl-propyl]-cyclopentanecarboxylic acid ethyl ester
  参考文献：
  名称：

  A new synthetic route for the γ-lactone precursors of hydroxyethylene dipeptide isosteres

  摘要：

  Delta-Phthalimido-gamma-ketoesters were obtained by the Pd catalyzed coupling reaction between acid chlorides and organozinc reagents derived from beta-iodoesters, and were converted into the gamma-lactone precursors of Phe-psi[H.E.]-Ala and Phe-psi[H.E.]-Pro (15a,b-18a,b).

  DOI：

  10.1016/s0040-4039(00)73819-6
• 作为产物：
  描述：

  2-氧代环戊羧酸乙酯 在 bis-triphenylphosphine-palladium(II) chloride sodium tetrahydroborate 、 铜 、 锌 作用下， 反应 1.33h， 生成 ethyl (1R,2S)-2-[(2S)-2-(1,3-dioxoisoindol-2-yl)-3-phenylpropanoyl]cyclopentane-1-carboxylate
  参考文献：
  名称：

  A new synthetic route for the γ-lactone precursors of hydroxyethylene dipeptide isosteres

  摘要：

  Delta-Phthalimido-gamma-ketoesters were obtained by the Pd catalyzed coupling reaction between acid chlorides and organozinc reagents derived from beta-iodoesters, and were converted into the gamma-lactone precursors of Phe-psi[H.E.]-Ala and Phe-psi[H.E.]-Pro (15a,b-18a,b).

  DOI：

  10.1016/s0040-4039(00)73819-6

文献信息

• A new synthetic route for the γ-lactone precursors of hydroxyethylene dipeptide isosteres
  作者：Mitsuya Sakurai、Tadashi Hata、Yuichiro Yabe

  DOI：10.1016/s0040-4039(00)73819-6

  日期：1993.9

  Delta-Phthalimido-gamma-ketoesters were obtained by the Pd catalyzed coupling reaction between acid chlorides and organozinc reagents derived from beta-iodoesters, and were converted into the gamma-lactone precursors of Phe-psi[H.E.]-Ala and Phe-psi[H.E.]-Pro (15a,b-18a,b).