tetrabenzyl pyrophosphate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tetrabenzyl pyrophosphate
• 英文别名: Dibenzyl bis(phenylmethoxy)phosphanyl phosphite
• 化学式: C₂₈H₂₈O₅P₂
• 分子量: 506.475
• InChiKey: ATMZBJYZPQEUFT-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：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-methyl-D-glucopyranose 、 tetrabenzyl pyrophosphate 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正庚烷 、 乙基苯 为溶剂， 反应 0.25h， 以91%的产率得到2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-methyl-α-D-glucopyranose 1-dibenzylphosphate
  参考文献：
  名称：

  Chemical synthesis of UDP-4-O-methyl-GlcNAc, a potential chain terminator of chitin synthesis

  摘要：

  Chitin synthase converts uridine diphosphoryl-N-acetylglucosamine (UDP-GlcNAc) to chitin (poly-beta-(1 --> 4)-GlcNAc). During polymerization, elongation occurs at the 4-OH (nonreducing) terminus of the growing chitin chain. Blockage of the 4-OH via incorporation of UDP-N-acetyl-4-O-methylglucosamine (UDP-4-OMe-GlcNAc, 3) can potentially terminate chitin polymerization, and represents a novel strategy for chitin synthase inhibition. The chemical synthesis of 3 and preliminary evaluation of its possible incorporation by chitin synthase are reported herein. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2004.03.014

文献信息

• FOSAPREPITANT PHOSPHATE INTERMEDIATE AND PREPARATION METHOD THEREFOR
  申请人：Zhejiang Huahai Pharmaceutical Co., Ltd.

  公开号：US20190144477A1

  公开（公告）日：2019-05-16

  Provided are a fosaprepitant phosphate intermediate (IV) preparation method, a fosaprepitant phosphate intermediate (IV-A) and a method of (AA) for preparing fosaprepitant dimeglumine by using the intermediate (IV-A). IV: R 1 and R 2 are independently selected from C1-C7 alkyl groups or benzyl groups; IV-A: R 1 and R 2 are independently selected from C1-C7 alkyl groups, and R 1 and R 2 are not both benzyl groups.

  提供了一种fosaprepitant磷酸盐中间体（IV）的制备方法，一种fosaprepitant磷酸盐中间体（IV-A）和一种利用中间体（IV-A）制备fosaprepitant二甲胍的方法（AA）。IV：R1和R2分别选择C1-C7烷基或苄基；IV-A：R1和R2分别选择C1-C7烷基，且R1和R2不同时为苄基。
• Fosaprepitant phosphate intermediate and preparation method therefor
  申请人：Zhejiang Huahai Pharmaceutical Co., Ltd.

  公开号：US11091508B2

  公开（公告）日：2021-08-17

  Provided are a fosaprepitant phosphate intermediate (IV) preparation method, a fosaprepitant phosphate intermediate (IV-A) and a method of (AA) for preparing fosaprepitant dimeglumine by using the intermediate (IV-A). IV: R1 and R2 are independently selected from C1-C7 alkyl groups or benzyl groups; IV-A: R1 and R2 are independently selected from C1-C7 alkyl groups, and R1 and R2 are not both benzyl groups.

  提供了一种福沙匹坦磷酸酯中间体（IV）的制备方法、一种福沙匹坦磷酸酯中间体（IV-A）以及利用中间体（IV-A）制备福沙匹坦二葡胺的方法（AA）。IV：R1 和 R2 独立选自 C1-C7 烷基或苄基；IV-A：R1 和 R2 独立选自 C1-C7 烷基，且 R1 和 R2 不同时为苄基。
• US6187890B1
  申请人：——

  公开号：US6187890B1

  公开（公告）日：2001-02-13
• Chemical synthesis of UDP-4-O-methyl-GlcNAc, a potential chain terminator of chitin synthesis
  作者：Robert Chang、Philip Moquist、Nathaniel S Finney

  DOI：10.1016/j.carres.2004.03.014

  日期：2004.6

  Chitin synthase converts uridine diphosphoryl-N-acetylglucosamine (UDP-GlcNAc) to chitin (poly-beta-(1 --> 4)-GlcNAc). During polymerization, elongation occurs at the 4-OH (nonreducing) terminus of the growing chitin chain. Blockage of the 4-OH via incorporation of UDP-N-acetyl-4-O-methylglucosamine (UDP-4-OMe-GlcNAc, 3) can potentially terminate chitin polymerization, and represents a novel strategy for chitin synthase inhibition. The chemical synthesis of 3 and preliminary evaluation of its possible incorporation by chitin synthase are reported herein. (C) 2004 Elsevier Ltd. All rights reserved.