(4-methoxy-benzyl)-piperonyl-amine | 355816-15-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: (4-methoxy-benzyl)-piperonyl-amine
• 英文别名: N-4-methoxybenzylpiperonylamine；Benzo[1,3]dioxol-5-ylmethyl-(4-methoxy-benzyl)-amine；N-(1,3-benzodioxol-5-ylmethyl)-1-(4-methoxyphenyl)methanamine
• CAS: 355816-15-8
• 化学式: C₁₆H₁₇NO₃
• mdl: MFCD01454888
• 分子量: 271.316
• InChiKey: GUZQXEQOOYBPGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  39.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4-methoxy-benzyl)-piperonyl-amine 、 N,N'-羰基二咪唑 、 Bes(4-NH2)-N(iBu)Lys(Fmoc)(Fmoc)-ol 生成 4-Amino-N-{(S)-5-[3-benzo[1,3]dioxol-5-ylmethyl-3-(4-methoxy-benzyl)-ureido]-1-hydroxymethyl-pentyl}-N-isobutyl-benzenesulfonamide
  参考文献：
  名称：

  Lysine sulfonamides as novel HIV-protease inhibitors: Nε-disubstituted ureas

  摘要：

  A series of lysine sulfonamide analogues bearing a Nepsilon-benzylic ureas was synthesized using both solution-phase and solid-phase approaches. A novel synthetic route of Nalpha-(alkyl)-Nalpha-(sulfonamides)lysinol using alpha-amino-caprolactam was developed. Evaluation of these novel protease inhibitors revealed compounds with high potency against wild-type HIV virus. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.049
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 palladium on activated charcoal 、 乙醇 作用下， 生成 (4-methoxy-benzyl)-piperonyl-amine
  参考文献：
  名称：

  Catalytic Debenzylation. The Effect of Substitution on the Strength of the O-Benzyl and N-Benzyl Linkages¹

  摘要：

  DOI：

  10.1021/ja01250a048

文献信息

• Nickel-catalyzed hydrogenative coupling of nitriles and amines for general amine synthesis
  作者：Vishwas G. Chandrashekhar、Wolfgang Baumann、Matthias Beller、Rajenahally V. Jagadeesh

  DOI：10.1126/science.abn7565

  日期：2022.6.24

  Efficient and general methods for the synthesis of amines remain in high demand in the chemical industry. Among the many known processes, catalytic hydrogenation is a cost-effective and industrially proven reaction and currently used to produce a wide array of such compounds. We report a homogeneous nickel catalyst for hydrogenative cross coupling of a range of aromatic, heteroaromatic, and aliphatic

  合成胺的有效和通用方法在化学工业中仍然有很高的需求。在许多已知的方法中，催化加氢是一种经济有效且经工业验证的反应，目前用于生产多种此类化合物。我们报告了一种均相镍催化剂，用于将一系列芳族、杂芳族和脂肪族腈与伯胺和仲胺或氨进行氢化交叉偶联。该通用氢化方案通过直接和高选择性合成 > 230 种功能化和结构多样的胺（包括药学相关和手性产物）以及15N-同位素标记应用。
• UREA DERIVATIVES AS HIV ASPARTYL PROTEASE INHIBITORS
  申请人：Ambrilia Biopharma Inc.

  公开号：EP1480941B1

  公开（公告）日：2011-01-26
• US6528532B1
  申请人：——

  公开号：US6528532B1

  公开（公告）日：2003-03-04
• [EN] UREA DERIVATIVES AS HIV ASPARTYL PROTEASE INHIBITORS<br/>[FR] DERIVES DE L'UREE INHIBITEURS DE L'ASPARTYL PROTEASE DU VIH
  申请人：PHARMACOR INC

  公开号：WO2003074467A2

  公开（公告）日：2003-09-12

  The present invention provides HIV aspartyl protease inhibitors of the formula (I): and when the compound of formula I comprises an amino group, pharmaceutically acceptable ammonium salts thereof, wherein n is 3 or 4, Y is O, S, NH or N-CN, wherein Cx may be, for example COOH, or CH20H, wherein R1 is selected from the group consisting of a benzenesulfonyl group of formula II as defined herein, wherein R2 may be, for example, iso-butyl, or 3-methylbutyl, and wherein R3 and R4 areas defined herein.