DL-benzyl 2--2-phenylacetate | 159831-04-6

• 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: DL-benzyl 2--2-phenylacetate
• 英文别名: benzyl 2--2-phenylacetate；Benzyl 2-[benzyl-(4-methylphenyl)sulfonylamino]-2-phenylacetate
• CAS: 159831-04-6
• 化学式: C₂₉H₂₇NO₄S
• 分子量: 485.604
• InChiKey: CMKVEGFDEPBHMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  DL-benzyl 2--2-phenylacetate 在 三氯化铝 、 氯化亚砜 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 6.0h， 生成 3-phenyl-2-(p-toluenesulfonyl)-1,2-dihydro-4(3H)-isoquinoline
  参考文献：
  名称：

  Preparation of a 3-phenyl-4(3H)-isoquinolinone and its transformation in 12(11H)-Benzo[c]phenanthridinone derivatives. Crystal structure determinations.

  摘要：

  Trans- and cis-5-(p-toluenesulfonyl)-5,6,13,14-tetrahydro-12(11H)-benzo[c]phenanthridinones have been prepared with excellent yield involving the initial formation of 3-phenyl-2-(p-toluenesulfonyl)-1,2-dihydro-4(3H)-isoquinolinone, as the key intermediate. Spectroscopic studies of the 4(3H)-isoquinolinone and 12(11H)-benzo[c]phenanthridinone derivatives have been developed and their relative configurations have been fully established and confirmed unambiguously by X-ray diffraction analyses.

  DOI：

  10.1016/s0040-4020(01)85708-2
• 作为产物：
  描述：

  2-氨基-2-苯基乙酸 在 sodium hydroxide 、 potassium carbonate 作用下， 以 乙醚 、 水 、 乙腈 为溶剂， 反应 42.0h， 生成 DL-benzyl 2--2-phenylacetate
  参考文献：
  名称：

  Preparation of a 3-phenyl-4(3H)-isoquinolinone and its transformation in 12(11H)-Benzo[c]phenanthridinone derivatives. Crystal structure determinations.

  摘要：

  Trans- and cis-5-(p-toluenesulfonyl)-5,6,13,14-tetrahydro-12(11H)-benzo[c]phenanthridinones have been prepared with excellent yield involving the initial formation of 3-phenyl-2-(p-toluenesulfonyl)-1,2-dihydro-4(3H)-isoquinolinone, as the key intermediate. Spectroscopic studies of the 4(3H)-isoquinolinone and 12(11H)-benzo[c]phenanthridinone derivatives have been developed and their relative configurations have been fully established and confirmed unambiguously by X-ray diffraction analyses.

  DOI：

  10.1016/s0040-4020(01)85708-2

文献信息

• Benzyl 2-[N-benzyl-N-(p-toluenesulfonyl)amino]-2-phenylacetate and its α-amino acid
  作者：M. K. Urtiaga、M. I. Arriortua、D. Badía、E. Domínguez、A. M. González Cameno、X. Solans

  DOI：10.1107/s0108270194002829

  日期：1994.10.15

  The structures of benzyl 2-[N-benzyl-N-(p-toluene-sulfonyl)amino]-2-phenylacetate, C29H27NO4S, (I), and 2-[N-benzyl-N-(p-toluenesulfonyl)amino]-2-phenylacetic acid, C22H21NO4S, (II), have been determined. The geometries of both compounds are similar. The N atoms and the carboxylic C atoms are sp2 hybridized. The N-C(8)-C(9)-O(3) torsion angle in compound (I) [-18.4 (5)-degrees] and the N-C(8)-C(15)-O(4) torsion angle in compound (II) [9.6 (4)-degrees] characterize a synperiplanar conformation for the N atom and the O atom of the C=O group in both compounds studied.