2-(4,4'-biphenylyl)-2-(propyloxycarbonyl)-Phe dicyclohexyl ammonium salt | 18635-03-5

• 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: 2-(4,4'-biphenylyl)-2-(propyloxycarbonyl)-Phe dicyclohexyl ammonium salt
• 英文别名: N-<(2-(4-biphenylyl)isopropyloxy)-carbonyl>-L-phenylalanine dicyclohexylammonium salt；BPOC-Phe；N-(2--propyl-(2)-oxycarbonyl)-phenylalanin-dicyclohexylammoniumsalz；Einecs 242-463-3；N-cyclohexylcyclohexanamine;(2S)-3-phenyl-2-[2-(4-phenylphenyl)propan-2-yloxycarbonylamino]propanoic acid
• CAS: 18635-03-5
• 化学式: C₁₂H₂₃N*C₂₅H₂₅NO₄
• 分子量: 584.799
• InChiKey: BYGHBDSVSZKNFZ-FTBISJDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.25
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  三氯乙酸五氯苯酯 、 2-(4,4'-biphenylyl)-2-(propyloxycarbonyl)-Phe dicyclohexyl ammonium salt 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-<2-(p-Biphenylyl)-isopropyloxycarbonyl>-phenylalanin-(pentachlorphenylester)
  参考文献：
  名称：

  Über die Synthese von 2-(p-Biphenylyl)-isopropyloxycarbonyl-(Bpoc)-Aminosäuren und den Zerfall von Aralkyl-phenyl-carbonaten

  摘要：

  AbstractThe syntheses of a number of new Bpoc‐amino acids and the preparation of some activated esters of Bpoc‐amino acids are described. In recent work on the total synthesis of calcitonin hormones the Bpoc residue has been found to be very useful for the selective protection of α‐amino groups of complicated intermediate peptide fragments.The reagent preferentially used for the introduction of the Bpoc group into amino acids, [2‐(p‐biphenylyl)‐isopropyl]‐phenyl‐carbonate (I), is stable at 0°, but undergoes at higher temperatures a decomposition which is a accelerated by phenol. Based on the reaction products formed — [2‐(p‐biphenylyl)‐isopropyl]‐phenyl‐ether (II), 2‐(p‐biphenylyl)‐propene (III), and phenol — a scheme is proposed for this thermal decomposition, and the possibility of a correlation between the stability of carbonates R3C—O—CO—OC6H5 and the rate of the acidolytic cleavage of urethanes R3C—O—CO—NHR′ depending on the substituents R is discussed.

  DOI：

  10.1002/hlca.19690520613
• 作为产物：
  描述：

  L-苯丙氨酸 、 1-(4-联苯基)-1-甲基乙基苯基碳酸酯 以67%的产率得到
  参考文献：
  名称：

  KEMP, D. S.;FOTOUHI, NADER;BOYD, JAMES G.;CAREY, ROBERT I.;ASHTON, CHRIST+, INT. J. PEPTIDE AND PROTEIN RES., 31,(1988) N 4, 359-372

  摘要：

  DOI：

文献信息

• Aminoacyl derivatives of nucleosides, nucleotides, and polynucleotides. 45. Synthesis of 2'(3')-O-(aminoacyl) trinucleotides incorporating all four common bases
  作者：Michael D. Hagen、Claudia Scalfi-Happ、Erwin Happ、Stanislav Chladek

  DOI：10.1021/jo00256a025

  日期：1988.10
• Aminoacyl derivatives of nucleosides, nucleotides, polynucleotides. 46. General synthesis of 2'(3')-O-aminoacyl oligoribonucleotides. The protection of the guanine moiety
  作者：Michael D. Hagen、Stanislav Chladek

  DOI：10.1021/jo00274a041

  日期：1989.6
• Aminoacyl derivatives of nucleosides, nucleotides and polynucleotides. 43. New approach to synthesis of 2'(3')-O-aminoacyl oligoribonucleotides
  作者：Erwin Happ、Claudia Scalfi-Happ、Stanislav Chladek

  DOI：10.1021/jo00233a015

  日期：1987.11