((2R,3R)-1-Isopropylcarbamoyl-2,3-diphenyl-cyclopropyl)-carbamic acid tert-butyl ester | 848211-28-9

• 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: ((2R,3R)-1-Isopropylcarbamoyl-2,3-diphenyl-cyclopropyl)-carbamic acid tert-butyl ester
• CAS: 848211-28-9
• 化学式: C₂₄H₃₀N₂O₃
• 分子量: 394.514
• InChiKey: QRUFNLDIRSSRBJ-PMACEKPBSA-N

物化性质

• 熔点：
  167-168 °C(Solv: chloroform (67-66-3); ethanol (64-17-5))
• 沸点：
  570.1±50.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  67.43
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ((2R,3R)-1-Isopropylcarbamoyl-2,3-diphenyl-cyclopropyl)-carbamic acid tert-butyl ester 在 盐酸 、 N-羟基-7-氮杂苯并三氮唑 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 96.33h， 生成
  参考文献：
  名称：

  Turn and Helical Peptide Handedness Governed Exclusively by Side-Chain Chiral Centers

  摘要：

  We have examined the preferred 3D structure of homopeptides based on an alpha-amino acid lacking the asymmetry at the alpha-carbon but exhibiting chirality in the side chains (at the two beta-carbons). These joint stereochemical properties are remarkably unusual for an alpha-amino acid. To this end, we carried out an experimental investigation by X-ray diffraction and NMR spectrometry. The results point to a well-defined relationship between screw sense of the turn and helix structures formed and side-chain configurations.

  DOI：

  10.1021/ja043116u
• 作为产物：
  描述：

  异丙胺 、 (2R,3R)-1-(N-tert-butoxycarbonyl)amino-2,3-diphenyl-1-cyclopropanecarboxylic acid 在 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以92%的产率得到((2R,3R)-1-Isopropylcarbamoyl-2,3-diphenyl-cyclopropyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Turn and Helical Peptide Handedness Governed Exclusively by Side-Chain Chiral Centers

  摘要：

  We have examined the preferred 3D structure of homopeptides based on an alpha-amino acid lacking the asymmetry at the alpha-carbon but exhibiting chirality in the side chains (at the two beta-carbons). These joint stereochemical properties are remarkably unusual for an alpha-amino acid. To this end, we carried out an experimental investigation by X-ray diffraction and NMR spectrometry. The results point to a well-defined relationship between screw sense of the turn and helix structures formed and side-chain configurations.

  DOI：

  10.1021/ja043116u