PREPARATION OF (R)-MEVALONIC AND (S)-MEVALONIC ACIDS

PREPARATION OF (R)-MEVALONIC AND (S)-MEVALONIC ACIDS
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DOI:
10.1021/ja00847a054
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发表时间:
1975-01-01
影响因子:
15
通讯作者:
SIH, CJ
SIH, CJ
中科院分区:
化学1区
文献类型:
--
作者:
HUANG, FC;LEE, LFH;SIH, CJ

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尽管与(C^CE^CFHbN)基团相比,CICH2 CH2NH部分的体积较小,但固态中2的构象与1的构象相同。在此精炼阶段,不能详细比较2和1的键长;然而,目前这些参数没有明显的异常偏差。与包括1和3在内的几乎所有P-NR2系统的情况一样,2中两个氮基周围的角度表明氮的几何构型为三角平面。除了一个例外,对5a和5b型磷烷体系的溶液研究表明,主导溶液Confor-Me r也是在固体中发现的,如9个X射线研究所揭示的那样。7正在进行溶液光谱和偶极矩测量,以努力阐明1-3在溶液中的构象特征。JGV感谢国家癌症研究所和国家科学基金会对这项工作的慷慨资助。作者感谢药物开发处,药物研究和开发,癌症治疗部,NCI提供了异磷酰胺的样本,以及Mead Johnson研究中心的SJ Dykstra博士进行了宝贵的讨论。感谢本-特鲁德教授给我们寄来了参考文献8的预印本。
Despite the less bulky nature of the CICH2CH2NH moiety compared to the (C^ CE^ CFHbN group, the conformation of 2 in the solid state is the same as that of 1. At this stage of refinement, detailed comparisons of the bond lengths of 2 to those of 1 are not warranted; however, no un-usual deviations in these parameters are apparent at this time. As is the case with virtually all P-NR2 systems including 1 and 3, the angles around both nitrogens in 2 suggest trigonal planar nitrogen geometries. With but one exception, solution studies on phosphorinane systems of type 5a and 5b indicated that the dominant solution confor-me r is also that found in the solid state as revealed in nine X-ray studies. 7 Solution spectroscopicand dipole moment measurements are underway in an effort to clarify the con-formational character of 1-3 in solution.Acknowledgments. JGV thanks the National Cancer Institute and the National Science Foundation for generous grant support of this work. The authors thank the Drug De-velopment Branch, Drug Research and Development, Divi-sion of Cancer Treatment, NCI for a sample of Isophosphamide, and Dr. SJ Dykstra of the Mead Johnson Research Center for valuable discussions. Wethank Professor Ben-trude for sending us a preprint of ref 8.