tert-butyl N-[(2S)-1-(5-azabicyclo[8.4.0]tetradeca-1(14),10,12-trien-2,8-diyn-5-yl)-1-oxo-3-phenylpropan-2-yl]carbamate | 1172612-07-5

• 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: tert-butyl N-[(2S)-1-(5-azabicyclo[8.4.0]tetradeca-1(14),10,12-trien-2,8-diyn-5-yl)-1-oxo-3-phenylpropan-2-yl]carbamate
• CAS: 1172612-07-5
• 化学式: C₂₇H₂₈N₂O₃
• 分子量: 428.531
• InChiKey: OGMJLVDSLJNDRF-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  BOC-L-苯丙氨酸 、 [5,6]-benz-1-aza-cyclodec-3,7-diyne 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 以56%的产率得到tert-butyl N-[(2S)-1-(5-azabicyclo[8.4.0]tetradeca-1(14),10,12-trien-2,8-diyn-5-yl)-1-oxo-3-phenylpropan-2-yl]carbamate
  参考文献：
  名称：

  Design and synthesis of enediyne–peptide conjugates and their inhibiting activity against chymotrypsin

  摘要：

  Novel enediyne-amino acid conjugates 1-4 have been synthesized. All of these effectively target the enzyme chymotrypsin inhibiting its proteolytic activity. The conjugate with a directly linked phenyl alanine is the most effective inhibitor with a K-i of 3 mu M. The mode of inhibition is mostly competitive or of a mixed type depending on the nature of the inhibitor. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.04.019

文献信息

• Design and synthesis of enediyne–peptide conjugates and their inhibiting activity against chymotrypsin
  作者：Sansa Dutta、Amit Basak、Swagata Dasgupta

  DOI：10.1016/j.bmc.2009.04.019

  日期：2009.6

  Novel enediyne-amino acid conjugates 1-4 have been synthesized. All of these effectively target the enzyme chymotrypsin inhibiting its proteolytic activity. The conjugate with a directly linked phenyl alanine is the most effective inhibitor with a K-i of 3 mu M. The mode of inhibition is mostly competitive or of a mixed type depending on the nature of the inhibitor. (C) 2009 Elsevier Ltd. All rights reserved.