(3R,4R)-3-amino-4-benzyl-5-methoxy-5-oxopentanoic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3R,4R)-3-amino-4-benzyl-5-methoxy-5-oxopentanoic acid
• 化学式: C₁₃H₁₇NO₄
• 分子量: 251.282
• InChiKey: LPCAFPSIGQMBPQ-GHMZBOCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  89.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,3-丙酮二羧酸二甲酯 在 palladium dihydroxide 氢气 、 sodium hydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 98.75h， 生成 (3R,4R)-3-amino-4-benzyl-5-methoxy-5-oxopentanoic acid
  参考文献：
  名称：

  Enantioselective synthesis of β-amino-diacids

  摘要：

  An efficient route to orthogonally protected beta-amino-diacids is described: chiral derivative 3 was shown to be a precursor of enantiopure substituted beta-amino acids. The key step of the procedure is a diastereoselective reduction of beta-enaminolactones 5 by NaBH3CN in CH2Cl2. A study concerning the regio- and diastereoselectivity of alkylation of beta-enarninolactone 3 is also presented. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.114

文献信息

• Enantioselective synthesis of β-amino-diacids
  作者：Jeanne Alladoum、Luc Dechoux

  DOI：10.1016/j.tetlet.2005.09.114

  日期：2005.11

  An efficient route to orthogonally protected beta-amino-diacids is described: chiral derivative 3 was shown to be a precursor of enantiopure substituted beta-amino acids. The key step of the procedure is a diastereoselective reduction of beta-enaminolactones 5 by NaBH3CN in CH2Cl2. A study concerning the regio- and diastereoselectivity of alkylation of beta-enarninolactone 3 is also presented. (c) 2005 Elsevier Ltd. All rights reserved.