(2R,3R)-2,3-Dihydroxy-succinic acid; compound with (S)-2-amino-butan-1-ol | 26293-35-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R)-2,3-Dihydroxy-succinic acid; compound with (S)-2-amino-butan-1-ol
• 英文别名: (S)-2-amino-1-butanol (2R,3R)-tartrate；[(2S)-1-hydroxybutan-2-yl]azanium;(2R,3R)-2,3,4-trihydroxy-4-oxobutanoate
• CAS: 26293-35-6
• 化学式: C₄H₆O₆*C₄H₁₁NO
• 分子量: 239.225
• InChiKey: ZMEGDKGDGOQGDK-PVVQJHSOSA-N

物化性质

• 熔点：
  143-144 °C

计算性质

• 辛醇/水分配系数(LogP)：
  -2.41
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  161
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2R,3R)-2,3-Dihydroxy-succinic acid; compound with (S)-2-amino-butan-1-ol 在 calcium hydroxide 作用下， 以 水 为溶剂， 生成 (S)-(+)-2-氨基-1-丁醇
  参考文献：
  名称：

  A Mild and Highly Efficient Synthesis of ChiralN-Dichloroacetyl-4-ethyl-1,3-oxazolidines

  摘要：

  Chiral 2‐amino‐butanols (4 and 5) were obtained via the isolation of diastereomeric salt. Then, chiral compounds (6–9) were synthesized by a sequential procedure involving condensation of chiral 2‐amino‐butanol with ketone and dichloroacetyl chloride. All the compounds were characterized by IR, 1H NMR, 13C NMR, and element analysis. The absolute configurations of (S)‐8 was determined by X‐ray crystallography.

  DOI：

  10.1002/jhet.886
• 作为产物：
  描述：

  2-氨基-1-丁醇 、 L-酒石酸 以 水 为溶剂， 反应 24.0h， 生成 (2R,3R)-2,3-Dihydroxy-succinic acid; compound with (S)-2-amino-butan-1-ol
  参考文献：
  名称：

  A Mild and Highly Efficient Synthesis of ChiralN-Dichloroacetyl-4-ethyl-1,3-oxazolidines

  摘要：

  Chiral 2‐amino‐butanols (4 and 5) were obtained via the isolation of diastereomeric salt. Then, chiral compounds (6–9) were synthesized by a sequential procedure involving condensation of chiral 2‐amino‐butanol with ketone and dichloroacetyl chloride. All the compounds were characterized by IR, 1H NMR, 13C NMR, and element analysis. The absolute configurations of (S)‐8 was determined by X‐ray crystallography.

  DOI：

  10.1002/jhet.886

文献信息

• Roggero,J.; Metzger,J., Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1961, vol. 253, p. 2704 - 2705
  作者：Roggero,J.、Metzger,J.

  DOI：——

  日期：——
• Eckstein, Marian; Cegla, Marek; Gajewczyk, Leonard, Polish Journal of Chemistry, 1984, vol. 58, # 4/5/6, p. 607 - 610
  作者：Eckstein, Marian、Cegla, Marek、Gajewczyk, Leonard

  DOI：——

  日期：——
• YANG YUNYUN; YIN CHENGLIE, CHEM. J. CHIN. UNIV., 7,(1986) N 5, 430-433
  作者：YANG YUNYUN、 YIN CHENGLIE

  DOI：——

  日期：——
• ECKSTEIN, M.;CEGLA, M.;GAJEWCZYK, L., POL. J. CHEM., 1984, 58, N 4-6, 607-610
  作者：ECKSTEIN, M.、CEGLA, M.、GAJEWCZYK, L.

  DOI：——

  日期：——
• A Mild and Highly Efficient Synthesis of Chiral<i>N</i>-Dichloroacetyl-4-ethyl-1,3-oxazolidines
  作者：Li-Xia Zhao、Ying Fu、Fei Ye、Shuang Gao

  DOI：10.1002/jhet.886

  日期：2012.7

  Chiral 2‐amino‐butanols (4 and 5) were obtained via the isolation of diastereomeric salt. Then, chiral compounds (6–9) were synthesized by a sequential procedure involving condensation of chiral 2‐amino‐butanol with ketone and dichloroacetyl chloride. All the compounds were characterized by IR, 1H NMR, 13C NMR, and element analysis. The absolute configurations of (S)‐8 was determined by X‐ray crystallography.