Diastereomers (R(C),S(P))- and (R(C),R(P))-S-methyl P-(3-azidopropyl)-N-[(1R)-1-phenylethyl]phosphonamidothioate.
Diastereomers (R(C),S(P))- and (R(C),R(P))-S-methyl P-(3-azidopropyl)-N-[(1R)-1-phenylethyl]phosphonamidothioate.
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非对映体(R(C),S(P))-和(R(C),R(P))-S-甲基P-(3-叠氮基丙基)-N-[(1R)-1-苯乙基]氨基硫代膦酸酯。
DOI：
10.1107/s0108270109009792
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发表时间：
2009
期刊：
影响因子：
--
通讯作者：
Twamley,Brendan
中科院分区：
文献类型：
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作者：
Guo,Lilu;Thompson,CharlesM;Twamley,Brendan
对标题有机磷化合物C12H19N4OPS的非对映异构体RCSP(I)和RCRP(II)进行了结构表征和比较。不对称磷化合物是关于使用这些系统作为可能的蛋白质探针，通过立体选择性地将与P原子相连的叠氮基输送到关键蛋白质区域而引起兴趣的。非对映异构体以1：1的混合物产生，并通过层析分离。虽然这两种异构体都在同一空间群中结晶，表面上具有相似的晶胞常数，但构象和堆积存在显著差异。尽管构象不同，但强的分子间氢键将这两个异构体连接成平行于a轴的链[N⋯O=2.8609 (18)和2.966 (3) äin(I)和(II)]，C-H⋯π链间相互作用约为3.5 ä。
Diastereoisomers of the title organophosphorus compound, C12H19N4OPS, denoted RCSP, (I), and RCRP, (II), were structurally characterized and compared. Asymmetric phosphorus compounds are of interest with regard to the use of these systems as possible protein probes via the stereoselective delivery of an azide group tethered to the P atom into key protein regions. The diastereomers were produced in a 1:1 mixture and isolated by chromatography. Although both isomers crystallize in the same space group with superficially similar cell constants, conformational and packing differences are pronounced. Despite the conformational differences, strong intermolecular hydrogen bonding links both isomers into chains parallel to the a axis [N⋯O = 2.8609 (18) and 2.966 (3) Å in (I) and (II), respectively], with C—H⋯π interchain interactions of ca 3.5 Å.