1,3-dithiolane
1,3-dithiolane structure
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Common Name | 1,3-dithiolane | ||
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| CAS Number | 4829-04-3 | Molecular Weight | 106.21000 | |
| Density | 1.235 | Boiling Point | 83-84°C 35mm | |
| Molecular Formula | C3H6S2 | Melting Point | 68ºC | |
| MSDS | USA | Flash Point | 68°C | |
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Cationic cyclization of 2-alkenyl-1,3-dithiolanes: diastereoselective synthesis of trans-decalins.
J. Org. Chem. 76(9) , 3274-85, (2011) An unprecedented and highly diastereoselective 6-endo-trig cyclization of 2-alkenyl-1,3-dithiolanes has been developed yielding trans-decalins, an important scaffold present in numerous di- and triterpenes. The novelty of this 6-endo-trig cyclization stands i... |
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gem-Difluorination of 2,2-diaryl-1,3-dithiolanes by Selectfluor and pyridinium polyhydrogen fluoride.
Chem. Commun. (Camb.) , 654, (2005) 2,2-diaryl-1,3-dithiolanes, readily obtainable from diaryl ketones, were transformed into the corresponding gem-difluoro compounds using a novel reagent combination involving Selectfluor and pyridinium polyhydrogen fluoride (PPHF) under mild conditions in mod... |
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Alpha-keto amide peptides: a synthetic strategy to resin-bound peptide isosteres for protease inhibitor screening on solid support.
J. Comb. Chem. 6(2) , 181-95, (2004) A synthetic strategy for the formation of resin-bound internal alpha-keto amide peptides suitable for protease inhibitor screening on solid support is presented. This general approach is based on the incorporation of alpha-keto amide building blocks during so... |
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Diastereoselective formal total synthesis of (+/-)-triptolide via a novel cationic cyclization of 2-alkenyl-1,3-dithiolane.
Chem. Commun. (Camb.) 46(31) , 5778-80, (2010) A concise and diastereoselective formal total synthesis of triptolide, a natural product with a wide range of biological properties, is described. The key reaction is an unprecedented 6-endo-Trig cationic cyclization of a 2-alkenyl-1,3-dithiolane precursor in... |
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Dithiolane analogs of lignans inhibit interferon-gamma and lipopolysaccharide-induced nitric oxide production in macrophages.
Acta Pharmacol. Sin. 21(10) , 897-904, (2000) To investigate the effect of a group of novel synthetic dithiolane analogs of lignans and a well characterized platelet-activating factor (PAF) receptor antagonist, L659,989 on PAF-receptor binding, IFN-gamma- and lipopolysaccharide (LPS)-induced NO productio... |
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Synthesis, DNA intercalation and 3D QSAR analysis of cis-2,4,5-trisubstituted-1,3-dithiolanes as a novel class of antitumor agents.
Bioorg. Med. Chem. 17 , 6085-95, (2009) Acid-catalyzed transacetalation of dimethyl (2R,3S)-2,3-dimercapto-succinate and 1,1,3,3-tetramethoxypropane provided cis-4,5-dimethoxycarbonyl-2-(2',2'-dimethoxyethyl)-1,3-dithiolane (2) in 77% yield. The esterification of 2 and l-amino acids provided 18 act... |
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1-Oxo-1,3-dithiolanes--synthesis and stereochemistry.
Magn. Reson. Chem. 49(7) , 443-9, (2011) 1-Oxo-1,3-dithiolane (4) and its cis- and trans-2-methyl (5,6), -4-methyl (7,8) and -5-methyl (9,10) derivatives were prepared by oxidizing the corresponding 1,3-dithiolanes (1-3) with NaIO(4) in water. The oxides were purified and their isomers separated usi... |
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Differentiation between carbonyls and acetals in 1, 3-dithiane and 1, 3-dithiolane synthesis catalyzed by organotin triflates. Sato T, et al.
J. Org. Chem. 58(18) , 4971-4978, (1993)
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Ionization and dissociation of cyclic ethers and thioethers by electron-impact. A comparison between 1, 3-dioxolane, 1, 3-dithiolane and 1, 3-oxathiolane. Conde-Caprace G and Collin JE.
Org. Mass Spectrom. 6(4) , 415-423, (1972)
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Elemental fluorine. Part 5. Reactions of 1, 3-dithiolanes and thioglycosides with fluorine-iodine mixtures. Chambers RD, et al.
J. Chem. Soc. Perkin Trans. I 16 , 1941-1944, (1996)
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