DIMETHYLARSINOUS ACID ESTERS OF 1-THIO- AND -SELENOGALACTOSE. A NEW CLASS OF POTENTIAL CARCINOSTATIC AGENTS

DIMETHYLARSINOUS ACID ESTERS OF 1-THIO- AND -SELENOGALACTOSE. A NEW CLASS OF POTENTIAL CARCINOSTATIC AGENTS
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1-硫代半乳糖和-硒代半乳糖的二甲基胂酸酯。

DOI:
10.1080/03086647808076562
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发表时间:
1978
影响因子:
1.3
通讯作者:
R. Zingaro
R. Zingaro
中科院分区:
化学4区
文献类型:
--
作者:
J. R. Daniel;R. Zingaro

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Abstract The syntheses of 2,3,4,6-tetra-O-acetyl-1-S-dimethylarsino-1-thio-β-D-galactopyranose (4), 1-S-dimethylarsino-1-thio-β-D-galactopyranose (5), and 2,3,4,6-tetra-O-acetyl-1-Se-dimethylarsino-1-seleno-β-D-galactopyranose (8) are reported. An attempted preparation of 1-Se-dimethylarsino-1-seleno-β-D-galactopyranose (10) is also described. The compounds were characterized by nmr, uv, and mass spectroscopy, as well as elemental analysis. The 1H nmr spectra of these compounds were not exceptional except for the slight down-field shift of the –AsMe2 resonance noted in the selenium derivative as compared to the sulfur compound. Ultraviolet spectra of these compounds showed a relatively intense absorption which can be attributed to an n → o∗ transition associated with the As–X (X = S, Se) bond. The Δmax for the Se compounds show a slight red shift relative to analogous S compounds. The mass spectra of these compounds showed immediate loss of the aglycon, –XAsMe2, in all cases. Other fragments can be ascrib...