tert-butyl N-[1,3-dioxo-1,3-bis(propylamino)propan-2-yl]carbamate | 500109-16-0

• 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: tert-butyl N-[1,3-dioxo-1,3-bis(propylamino)propan-2-yl]carbamate
• CAS: 500109-16-0
• 化学式: C₁₄H₂₇N₃O₄
• 分子量: 301.386
• InChiKey: KHTJJDIROJXTAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 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：

  2-巯基苯甲酰氯 、 tert-butyl N-[1,3-dioxo-1,3-bis(propylamino)propan-2-yl]carbamate 在 magnesium ethylate 作用下， 以 乙醚 、 乙醇 为溶剂， 以85%的产率得到
  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
• 作为产物：
  描述：

  正丙胺 、 二乙基(Boc-氨基)乙酯 以 xylene 为溶剂， 反应 2.0h， 以88%的产率得到tert-butyl N-[1,3-dioxo-1,3-bis(propylamino)propan-2-yl]carbamate
  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

• 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.