(2R)-2-[[(2S)-2-methylbutanoyl]amino]propanoic acid | 130408-43-4

• 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: (2R)-2-[[(2S)-2-methylbutanoyl]amino]propanoic acid
• CAS: 130408-43-4
• 化学式: C₈H₁₅NO₃
• 分子量: 173.212
• InChiKey: QHZBSHVEBMBUEW-NTSWFWBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-(-)- α-甲基苄胺 、 (2R)-2-[[(2S)-2-methylbutanoyl]amino]propanoic acid 在 二苯基膦叠氮化物 作用下， 生成 (2S)-2-methyl-N-[(2R)-1-oxo-1-[[(1S)-1-phenylethyl]amino]propan-2-yl]butanamide
  参考文献：
  名称：

  (+)-Trienomycins A, B, and C: relative and absolute stereochemistry

  摘要：

  DOI：

  10.1021/ja00176a070
• 作为产物：
  描述：

  (+)-trienomycin C 在 氢氧化钾 、 水 作用下， 以 四氢呋喃 为溶剂， 以77%的产率得到(2R)-2-[[(2S)-2-methylbutanoyl]amino]propanoic acid
  参考文献：
  名称：

  (+)-Trienomycins A, B, and C: relative and absolute stereochemistry

  摘要：

  DOI：

  10.1021/ja00176a070

文献信息

• (+)-Trienomycins A, B, C, and F and (+)-Mycotrienins I and II:  Relative and Absolute Stereochemistry
  作者：Amos B. Smith、John L. Wood、Weichyun Wong、Alexandra E. Gould、Carmelo J. Rizzo、Joseph Barbosa、Kanki Komiyama、Satoshi Ōmura

  DOI：10.1021/ja961400i

  日期：1996.1.1

  The complete relative and absolute stereochemistries have been elucidated for the ansamycin antibiotics (+)-trienomycins A, B, and C and their potent antifungal congeners, the (+)-mycotrienins I and II. A new species, (+)-trienomycin F, has also been isolated and characterized. In addition, an end-game synthetic strategy for the trienomycins and mycotrienins has been developed.

  安沙霉素抗生素 (+)-三烯霉素 A、B 和 C 及其有效的抗真菌同源物 (+)-霉菌三烯素 I 和 II 的完整相对和绝对立体化学已经阐明。一个新物种，(+)-trienomycin F，也已被分离和表征。此外，还开发了三烯霉素和霉菌三烯素的最终合成策略。
• Stereochemical effects in mass spectrometry. 7. Determination of absolute configuration of some organic molecules by reaction mass spectrometry
  作者：Yao-Zu Chen、Hung Li、Hou-Jun Yang、Su-Ming Hua、Hai-Quan Li、Fan-Zhi Zhao、Nen-Yu Chen

  DOI：10.1002/oms.1210231205

  日期：1988.12

  AbstractIt was found that in the chemical ionization (isobutane) mass spectra of some asymmetric secondary alcohols and α‐amino acids, when a pair of enantiomers (such as R‐ and S‐2‐phenyIbutyric anhydride, R‐ and S‐mandelic acid, R‐ and S‐2‐methylbutanoic acid or R‐ and S‐α‐phenyl ethyl amine) were used as reaction reagents, the relative abundances of characteristic ions formed by the stereoselective reaction between sample and reagent of the same configuration were much higher than those ions formed by the sample and a reagent of a different configuration. The absolute configuration of the sample molecule may be predicted by examination of mass spectra of the sample measured with R‐ and S‐reagent respectively. This approach proved to be a convenient way for determination of the absolute configurations of organic molecules on a micromole level by mass Spectrometry.
• SMITH, AMOS (III);WOOD, JOHN L.;WONG, WEICHYUN;GOULD, ALEXANDRA E.;RIZZO,+, J. AMER. CHEM. SOC., 112,(1990) N0, C. 7425-7426
  作者：SMITH, AMOS (III)、WOOD, JOHN L.、WONG, WEICHYUN、GOULD, ALEXANDRA E.、RIZZO,+

  DOI：——

  日期：——