N,N'-dibenzyl-2-(t-butoxycarbonylamino)malonamide | 283149-62-2

• 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,N'-dibenzyl-2-(t-butoxycarbonylamino)malonamide
• 英文别名: tert-butyl N-[1,3-bis(benzylamino)-1,3-dioxopropan-2-yl]carbamate
• CAS: 283149-62-2
• 化学式: C₂₂H₂₇N₃O₄
• 分子量: 397.474
• InChiKey: IYFMAXAHYMHIRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  96.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-dibenzyl-2-(t-butoxycarbonylamino)malonamide 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 N,N'-dibenzyl-2-aminomalonamide trifluoroacetic acid salt
  参考文献：
  名称：

  Amidomalonamides useful as inhibitors of MMP of matrix metalloproteinase

  摘要：

  本申请涉及以下结构的新型氨基丙二酰胺及其药物组合物，可用于抑制基质金属蛋白酶。

  公开号：

  US06329550B1
• 作为产物：
  描述：

  二乙基(Boc-氨基)乙酯 、 苄胺 以 xylene 为溶剂， 反应 2.0h， 以89%的产率得到N,N'-dibenzyl-2-(t-butoxycarbonylamino)malonamide
  参考文献：
  名称：

  Concise route to α-acylamino-β-keto amides: application to the synthesis of a simplified azinomycin A analogue

  摘要：

  Condensation of acid chlorides (alkyl, aryl or heteroaryl) with N,N'-dialkyl alpha-acylamino malonamides in the presence of magnesium ethoxide provides a direct route to alpha-acylamino-beta-keto amides in moderate to good yields (46-95%). Using this method, a concise route to an enantiomerically enriched 1-azabicyclo[3.1.0]hexane containing most of the elements of the 'right-hand' domain of azinomycin A has been developed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02420-6

文献信息

• Amidomalonamides useful as inhibitors of MMP of matrix metalloproteinase
  申请人：Aventis Pharmaceuticals Inc.

  公开号：US06329550B1

  公开（公告）日：2001-12-11

  The present application relates to novel aminomalonamides of the formula and pharmaceutical composition thereof which are useful for inhibiting matrix metalloproteinases.

  本申请涉及以下结构的新型氨基丙二酰胺及其药物组合物，可用于抑制基质金属蛋白酶。
• US6329550B1
  申请人：——

  公开号：US6329550B1

  公开（公告）日：2001-12-11
• [EN] AMIDOMALONAMIDES AND THEIR USE AS INHIBITORS OF MATRIX METALLOPROTEINASE<br/>[FR] AMIDOMALONAMIDES ET LEURS UTILISATIONS COMME INHIBITEURS DES METALLOPROTEINASES MATRICIELLES
  申请人：AVENTIS PHARMA INC

  公开号：WO2000040552A1

  公开（公告）日：2000-07-13

  The present application relates to novel aminomalonamides of formula (1) and pharmaceutical composition thereof which are useful for inhibiting matrix metallo-proteinases.
• AMIDOMALONAMIDES AND THEIR USE AS INHIBITORS OF MATRIX METALLOPROTEINASE
  申请人：Aventis Pharmaceuticals Inc.

  公开号：EP1140818B1

  公开（公告）日：2003-09-10
• Concise route to α-acylamino-β-keto amides: application to the synthesis of a simplified azinomycin A analogue
  作者：Jean-Yves Goujon、Michael Shipman

  DOI：10.1016/s0040-4039(02)02420-6

  日期：2002.12

  Condensation of acid chlorides (alkyl, aryl or heteroaryl) with N,N'-dialkyl alpha-acylamino malonamides in the presence of magnesium ethoxide provides a direct route to alpha-acylamino-beta-keto amides in moderate to good yields (46-95%). Using this method, a concise route to an enantiomerically enriched 1-azabicyclo[3.1.0]hexane containing most of the elements of the 'right-hand' domain of azinomycin A has been developed. (C) 2002 Elsevier Science Ltd. All rights reserved.