(S)-2-[((E)-5-Chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester | 292157-49-4

• 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: (S)-2-[((E)-5-Chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester
• CAS: 292157-49-4
• 化学式: C₂₂H₂₆ClNO₅S
• 分子量: 451.971
• InChiKey: ZGRBYOXHMVYKCE-SHTLVRLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.66
• 重原子数：
  30.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  83.91
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-2-[((E)-5-Chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester 在 caesium carbonate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 (E)-(S)-13-(Toluene-4-sulfonyl)-2-oxa-13-aza-bicyclo[14.2.2]icosa-1(19),9,16(20),17-tetraene-7,7,14-tricarboxylic acid trimethyl ester
  参考文献：
  名称：

  Design and synthesis of macro-heterocycles structurally related to tirofiban

  摘要：

  Sequences of nine and four steps were designed to yield two tirobifan related macrocycles by SN2 macrocyclization. The cyclic compounds contain the amino acid tyrosine, one insaturation and are either 18- or 20-membered rings. All the reaction conditions are very mild and the overall yields indicate that the results depend a lot on the structure of the targets and on the length of the reaction sequence. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)00709-7
• 作为产物：
  描述：

  N-tosyl L-tyrosine methyl ester 在 4-甲基苯磺酸吡啶 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 (S)-2-[((E)-5-Chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester
  参考文献：
  名称：

  Design and synthesis of macro-heterocycles structurally related to tirofiban

  摘要：

  Sequences of nine and four steps were designed to yield two tirobifan related macrocycles by SN2 macrocyclization. The cyclic compounds contain the amino acid tyrosine, one insaturation and are either 18- or 20-membered rings. All the reaction conditions are very mild and the overall yields indicate that the results depend a lot on the structure of the targets and on the length of the reaction sequence. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)00709-7