N'-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-N-(2-carbamoyl-ethyl)-hydrazinecarboxylic acid phenyl ester | 222853-54-5

• 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: N'-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-N-(2-carbamoyl-ethyl)-hydrazinecarboxylic acid phenyl ester
• 英文别名: phenyl N-(3-amino-3-oxopropyl)-N-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]carbamate
• CAS: 222853-54-5
• 化学式: C₂₄H₃₀N₄O₆
• 分子量: 470.525
• InChiKey: TZCCPOYWABEFSE-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  140
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N'-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-N-(2-carbamoyl-ethyl)-hydrazinecarboxylic acid phenyl ester 在 氯磷酸二乙酯 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N'-{(S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-4-methyl-pentanoylamino]-3-phenyl-propionyl}-N-(2-carbamoyl-ethyl)-hydrazinecarboxylic acid phenyl ester
  参考文献：
  名称：

  Design, synthesis, and evaluation of azapeptides as substrates and inhibitors for human rhinovirus 3C protease

  摘要：

  A series of azapeptides was prepared and assessed as inhibitors of the human rhinovirus 3C protease. Boc-VLFaQ-OPh was a slow-turnover substrate that gave transient (ca. 1-2 h) inhibition as it underwent hydrolysis. Boc-VLFaG-OPh gave very slow but essentially irreversible inhibition. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00049-9
• 作为产物：
  描述：

  N-(1-苄基-2-肼基-2-氧乙基)氨基甲酸叔丁酯 在 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 N'-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-N-(2-carbamoyl-ethyl)-hydrazinecarboxylic acid phenyl ester
  参考文献：
  名称：

  Design, synthesis, and evaluation of azapeptides as substrates and inhibitors for human rhinovirus 3C protease

  摘要：

  A series of azapeptides was prepared and assessed as inhibitors of the human rhinovirus 3C protease. Boc-VLFaQ-OPh was a slow-turnover substrate that gave transient (ca. 1-2 h) inhibition as it underwent hydrolysis. Boc-VLFaG-OPh gave very slow but essentially irreversible inhibition. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00049-9

文献信息

• Design, synthesis, and evaluation of azapeptides as substrates and inhibitors for human rhinovirus 3C protease
  作者：Shankar Venkatraman、Jian-she Kong、Sanjay Nimkar、Q.May Wang、Jeffrey Aubé、Robert P. Hanzlik

  DOI：10.1016/s0960-894x(99)00049-9

  日期：1999.2

  A series of azapeptides was prepared and assessed as inhibitors of the human rhinovirus 3C protease. Boc-VLFaQ-OPh was a slow-turnover substrate that gave transient (ca. 1-2 h) inhibition as it underwent hydrolysis. Boc-VLFaG-OPh gave very slow but essentially irreversible inhibition. (C) 1999 Elsevier Science Ltd. All rights reserved.