(S)-(-)-2-Methoxybernsteinsaeure-diethylester | 77325-99-6

• 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: (S)-(-)-2-Methoxybernsteinsaeure-diethylester
• 英文别名: methyl ether l-malic acid diethyl ester；linksdrehender Methoxy-bernsteinsaeure-diaethylester；Methylaether-l-aepfelsaeure-diaethylester；Diethyl (S)-2-methoxysuccinate；diethyl (2S)-2-methoxybutanedioate
• CAS: 77325-99-6
• 化学式: C₉H₁₆O₅
• 分子量: 204.223
• InChiKey: CRFNZTOCCSXWQM-ZETCQYMHSA-N

物化性质

• 沸点：
  95 °C(Press: 16 Torr)
• 密度：
  1.070±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-(-)-2-Methoxybernsteinsaeure-diethylester 在 palladium on activated charcoal 吡啶 、 lithium aluminium tetrahydride 、 sodium azide 、 氢气 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 100.0 ℃ 、7.3 MPa 条件下， 反应 9.5h， 生成 (S)-2-methoxy-1,4-aminobutane
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity of novel hydrophilic chiral 2-alkoxy-1,4-butanediamine platinum (II) complexes

  摘要：

  Twenty-six new hydrophilic chiral 2-alkoxy-1,4-butanediamine platinum (II) complexes having a seven-membered ring structure between a bidentate carrier ligand and a platinum atom have been synthesized and most of them were evaluated for their in vitro cytotoxicity toward A549 human non-small cell lung carcinoma and HCT-116 human colon cancer cell lines. The cytotoxicities of platinum complexes are related to the nature of the carrier ligand and leaving group. Complex 5'b, viz. cis-dichloro[(2R)ethoxy-1,4-butanediamine] platinum (11), exhibits the greatest potency among those 21 tested platinum complexes in both cell lines. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.025
• 作为产物：
  描述：

  L-苹果酸二乙酯 、 碘甲烷 在 silver(l) oxide 作用下， 反应 6.0h， 以87%的产率得到(S)-(-)-2-Methoxybernsteinsaeure-diethylester
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity of novel hydrophilic chiral 2-alkoxy-1,4-butanediamine platinum (II) complexes

  摘要：

  Twenty-six new hydrophilic chiral 2-alkoxy-1,4-butanediamine platinum (II) complexes having a seven-membered ring structure between a bidentate carrier ligand and a platinum atom have been synthesized and most of them were evaluated for their in vitro cytotoxicity toward A549 human non-small cell lung carcinoma and HCT-116 human colon cancer cell lines. The cytotoxicities of platinum complexes are related to the nature of the carrier ligand and leaving group. Complex 5'b, viz. cis-dichloro[(2R)ethoxy-1,4-butanediamine] platinum (11), exhibits the greatest potency among those 21 tested platinum complexes in both cell lines. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.025

文献信息

• Kalinowski, Hans-Otto; Crass, Gerhard; Seebach, Dieter, Chemische Berichte, 1981, vol. 114, # 2, p. 477 - 487
  作者：Kalinowski, Hans-Otto、Crass, Gerhard、Seebach, Dieter

  DOI：——

  日期：——
• Purdie; Williamson, Journal of the Chemical Society, 1895, vol. 67, p. 970
  作者：Purdie、Williamson

  DOI：——

  日期：——
• KALINOWSKI H.-O.; CRASS G.; SEEBACH D., CHEM. BER., 1981, 114, NO 2, 477-487
  作者：KALINOWSKI H.-O.、 CRASS G.、 SEEBACH D.

  DOI：——

  日期：——