phenyl benzylalanyl phosphorochloridate

• 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: phenyl benzylalanyl phosphorochloridate
• 英文别名: Benzyl 2-[[chloro(phenoxy)phosphoryl]amino]propanoate；benzyl 2-[[chloro(phenoxy)phosphoryl]amino]propanoate
• 化学式: C₁₆H₁₇ClNO₄P
• 分子量: 353.742
• InChiKey: AOZOBLLGZPZKKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  、 phenyl benzylalanyl phosphorochloridate 在 phenyl benzylalanyl phosphorochloridate 作用下， 以85的产率得到
  参考文献：
  名称：

  [EN] CHEMICAL COMPOUNDS
  [FR] COMPOSES CHIMIQUES

  摘要：

  本文描述了核苷酸的磷酰胺衍生物及其在癌症治疗中的应用。例如，脱氧尿嘧啶，阿糖胞苷，吉西他滨和胞苷的碱基部分可以在5位位置上被替代。磷酰胺基团附着在P原子上，其中有一个芳基-O基团和一个α-氨基酸基团。α-氨基酸基团可以对应于或派生自天然存在或非天然存在的氨基酸。

  公开号：

  WO2005012327A2
• 作为产物：
  描述：

  N-(tert-butoxycarbonyl)alanine benzyl ester 在 TEA 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 phenyl benzylalanyl phosphorochloridate
  参考文献：
  名称：

  6-Hydrazinopurine 2′-methyl ribonucleosides and their 5′-monophosphate prodrugs as potent hepatitis C virus inhibitors

  摘要：

  A series of 6-hydrazinopurine 2 '-methyl ribonucleosides was synthesized and tested for its inhibitory activity against the hepatitis C virus (HCV). The lack of antiviral activity of these nucleosides was associated with a poor affinity for adenosine kinase, which prompted us to synthesize several of their 5 '-monophosphate prodrugs. Some of these prodrugs exhibited more than 1000-fold improvement in anti-HCV activity when compared to their parent nucleosides (EC50 of 24 mu M vs 92 mu M for the parent). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.029
• 作为试剂：
  描述：

  、 phenyl benzylalanyl phosphorochloridate 在 phenyl benzylalanyl phosphorochloridate 作用下， 以85的产率得到
  参考文献：
  名称：

  J. Med. Chem. 2014, 57, 1531-1542

  摘要：

  DOI：

文献信息

• Phosphoramidate derivatives of 2′,3′-didehydro-2′,3′-dideoxyadenosine [d4A] have markedly improved anti-HIV potency and selectivity
  作者：Christopher McGuigan、Orson M. Wedgwood、Erik De Clercq、Jan Balzarini

  DOI：10.1016/0960-894x(96)00433-7

  日期：1996.10

  New 5'-phosphate derivatives of the nucleoside analogue d4A were prepared as potential membrane-soluble prodrugs of the free nucleotide. The anti-viral potency and selectivity of the derivatives is markedly increased by comparison to the parent nucleoside analogue. The new analogues show particular promise for further pre-clinical development. Copyright (C) 1996 Elsevier Science Ltd
• PROCESS FOR THE PREPARATION OF GEMCITABINE-[PHENYL(BENZOXY-L-ALANINYL)] PHOSPHATE
  申请人：NuCana Biomed Limited

  公开号：US20170166602A1

  公开（公告）日：2017-06-15

  The present invention provides a process for the preparation of gemcitabine-[phenyl(benzoxy-L-alaninyl)] phosphate of Formula I in high yield and purity.
• US9834577B2
  申请人：——

  公开号：US9834577B2

  公开（公告）日：2017-12-05