3(R)-hydroxy-3-carbomethoxypropanamide | 143565-79-1

• 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: 3(R)-hydroxy-3-carbomethoxypropanamide
• 英文别名: methyl ester of/the/ d-β-malamidoic acid；rechtsdrehender Butanol-(2)-amid-(4)-saeure-(1)-methylester；Methylester der d-β-Malamidsaeure；methyl (2R)-4-amino-2-hydroxy-4-oxobutanoate
• CAS: 143565-79-1
• 化学式: C₅H₉NO₄
• 分子量: 147.131
• InChiKey: BVXPYPGAMVGUEJ-GSVOUGTGSA-N

物化性质

• 沸点：
  379.7±32.0 °C(Predicted)
• 密度：
  1.299±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  89.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3(R)-hydroxy-3-carbomethoxypropanamide 在 甲醇 、 氨 作用下， 生成 (R)-malamide
  参考文献：
  名称：

  Lutz, Chemisches Zentralblatt, 1900, vol. 71, # II, p. 1013

  摘要：

  DOI：
• 作为产物：
  描述：

  甲醇 、 (R)-4-氨基-2-羟基-4-氧代丁酸 在 盐酸 作用下， 生成 3(R)-hydroxy-3-carbomethoxypropanamide
  参考文献：
  名称：

  Synthesis of hypusine and other polyamines using dibenzyltriazones for amino protection

  摘要：

  The use of 1,3-dibenzyl-5-substituted-hexahydro-2-oxo-1,3,5-triazine ("dibenzyltriazone") as a protecting group for primary amino is described. Optimized conditions for formation and hydrolysis of dibenzyltriazones, as well as a variety of transformations (reduction, oxidation, hydroxyl modification, C-C bond formation) compatible with this protecting group, are presented. N-Protected amino aldehydes such as 46, 47, and 94 are particularly valuable building blocks, as demonstrated by the syntheses of hypusine (86), deoxyhypusine (85), spermidine (74), and two unsaturated spermidine analogues 81 and 84.

  DOI：

  10.1021/jo00049a036

文献信息

• Synthesis of hypusine and other polyamines using dibenzyltriazones for amino protection
  作者：Spencer Knapp、Jeffrey J. Hale、Margarita Bastos、Audrey Molina、Kuang Yu Chen

  DOI：10.1021/jo00049a036

  日期：1992.11

  The use of 1,3-dibenzyl-5-substituted-hexahydro-2-oxo-1,3,5-triazine ("dibenzyltriazone") as a protecting group for primary amino is described. Optimized conditions for formation and hydrolysis of dibenzyltriazones, as well as a variety of transformations (reduction, oxidation, hydroxyl modification, C-C bond formation) compatible with this protecting group, are presented. N-Protected amino aldehydes such as 46, 47, and 94 are particularly valuable building blocks, as demonstrated by the syntheses of hypusine (86), deoxyhypusine (85), spermidine (74), and two unsaturated spermidine analogues 81 and 84.
• Lutz, Chemisches Zentralblatt, 1900, vol. 71, # II, p. 1013
  作者：Lutz

  DOI：——

  日期：——